Papers - Toshima, Kazunobu

Designed Mannosylerythritol Lipid Analogues Exhibiting both Selective Cytotoxicity against Human Skin Cancer Cells and Recovery Effects on Damaged Skin Cells

Jikun Meng, Chihiro Yasui, Mai Shida, Kazunobu Toshima, *DAISUKE TAKAHASHI

Chemistry A European Journal  2024.05

Research paper (scientific journal), Corresponding author, Accepted

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Photo-Induced Glycosylation Using the Edible Polyphenol Curcumin

Satomi Goi, Hidenari Shigeta, DAISUKE TAKAHASHI, *Kazunobu Toshima

(Organic & Biomolecular Chemistry )   2024.05

Last author, Corresponding author, Accepted

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Discovery of a Novel Photosensitizer Based on the Enediyne Antibiotic N1999A2 and Its Application as a Glutathione-Activatable Theranostic Agent

Kotono Matsunaga, Minami Takahashi, Tugumi Kagaya, DAISUKE TAKAHASHI, *Kazunobu Toshima

Bulletin of the Chemical Society of Japan 97卷 ( 5号 ) uoae057頁  2024.05

Research paper (scientific journal), Last author, Corresponding author, Accepted

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Synthesis and Immunological Evaluation of Escherichia coli O1- Derived Oligosaccharide–Protein Conjugates toward Avian Pathogenic Escherichia coli O1 Vaccine Development

Katsunori Seki, Takumi Makikawa, *Kazunobu Toshima, *DAISUKE TAKAHASHI

Synthesis (Georg Thieme Verlag KG )  56巻 ( 06号 ) 953頁 - 965頁 2023.08

Research paper (scientific journal), Joint Work, Corresponding author, Accepted,  ISSN  0039-7881

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Abstract
Avian pathogenic Escherichia coli O1 (APEC O1) is a pathogenic bacterium that causes significant economic losses in the poultry industry and raises concerns about zoonotic infections. The development of effective vaccines against APEC O1 is essential due to antibiotic resistance and the potential for severe symptoms in both chickens and humans. In this context, we have been focusing on the O1A, O1B, and O1C antigen structures derived from E. coli O1 lipopolysaccharide (LPS). In this study, the first synthesis of the pentasaccharide repeating units of the O1B and O1C antigens was successfully achieved. The synthesis and immunological evaluation of their conjugates with bovine serum albumin (BSA) were conducted. Only the O1A-pentasaccharide structure is a glycotope candidate for APEC O1. Keyhole limpet hemocyanin (KLH)–O1A-pentasaccharide conjugate was also synthesized, and its immunogenicity was evaluated by the ELISA assay. The efficient production of antibodies capable of binding to both APEC O1 LPS and the O1A-pentasaccharide structure was observed, indicating that O1A-pentasaccharide is a promising vaccine candidate against APEC O1.

Regioselective and Stereospecific β‐Arabinofuranosylation by Boron‐Mediated Aglycon Delivery

Kazuki Inaba, Yuna Naito, Mina Tachibana, *Kazunobu Toshima, *DAISUKE TAKAHASHI

ANGEWANDTE CHEMIE - INTERNATIONAL EDITION (Wiley )   2023.07

Joint Work, Corresponding author, Accepted,  ISSN  14337851

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Regio- and stereoselective formation of the 1,2-cis-furanosidic linkage has been in great demand for efficient synthesis of biologically active natural glycosides. In this study, we developed a regioselective and β-stereospecific d-/l-arabinofuranosylation promoted by a boronic acid catalyst under mild conditions. The glycosylations proceeded smoothly for a variety of diols, triols, and unprotected sugar acceptors to give the corresponding β-arabinofuranosides (β-Arbf) in high yields with complete β-stereoselectivity and high regioselectivity. The regioselectivity was completely reversed depending on the optical isomerism of the donor used and was predictable a priori using predictive models. Mechanistic studies based on DFT calculations revealed that the present glycosylation occurs through a highly dissociative concerted SNi mechanism. The usefulness of the glycosylation method was demonstrated by the chemical synthesis of trisaccharide structures of arabinogalactan fragments.

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Photoinduced Glycosylation Using a Diarylthiophene as an Organo Lewis Photoacid Catalyst

Naoki Otani, Kohei Higashiyama, Hayato Sakai, Taku Hasobe, *DAISUKE TAKAHASHI, *Kazunobu Toshima

European Journal of Organic Chemistry (Wiley)  26巻  2023.04

Research paper (scientific journal), Last author, Corresponding author, Accepted,  ISSN  1434193X

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Here reports an photoinduced glycosylation of trichloroacetimidate donors and several alcohols using 3,11-dimethoxydinaphthothiophene as an organo Lewis photoacid catalyst upon long-wavelength UV-LED light (385 nm) irradiation. The reaction proceeded under mild reaction conditions smoothly to give the corresponding glycosides in good to high yields. In addition, the present glycosylation method was applicable to a wide range of trichloroacetimidate donors and acceptors. Furthermore, the dinaphthothiophene catalyst could be recovered and reused without any loss of efficiency. Moreover, this glycosylation method was applied successfully to the total synthesis of a biologically active natural product, cholesteryl 6-O-myristoyl-α-glucoside.

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Destabilization of vitelline membrane outer layer protein 1 homolog (VMO1) by <i>C</i> ‐mannosylation

Satoshi Yoshimoto, Takehiro Suzuki, Naoki Otani, DAISUKE TAKAHASHI, Kazunobu Toshima, Naoshi Dohmae, Siro Simizu

FEBS Open Bio (Wiley)  13 ( 3 ) 490 - 499 2023.01

Accepted,  ISSN  2211-5463

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Photoinduced Glycosylation Using a Diarylthiophene as an Organo Lewis Photoacid Catalyst

Naoki Otani, Kohei Higashiyama, Hayato Sakai, Taku Hasobe, *DAISUKE TAKAHASHI, *Kazunobu Toshima

European Journal of Organic Chemistry (Wiley)   2023

Last author, Corresponding author, Accepted,  ISSN  1434193X

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Here reports an photoinduced glycosylation of trichloroacetimidate donors and several alcohols using 3,11-dimethoxydinaphthothiophene as an organo Lewis photoacid catalyst upon long-wavelength UV-LED light (385 nm) irradiation. The reaction proceeded under mild reaction conditions smoothly to give the corresponding glycosides in good to high yields. In addition, the present glycosylation method was applicable to a wide range of trichloroacetimidate donors and acceptors. Furthermore, the dinaphthothiophene catalyst could be recovered and reused without any loss of efficiency. Moreover, this glycosylation method was applied successfully to the total synthesis of a biologically active natural product, cholesteryl 6-O-myristoyl-α-glucoside.

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Synthesis of Mannosylerythritol Lipid Analogues and their Self-Assembling Properties, Recovery Effects on Damaged Skin Cells, and Antibacterial Activity.

Takanori Kondo, Chihiro Yasui, Ikkei Miyajima, Taisuke Banno, Kouichi Asakura, Tokuma Fukuoka, Kazunori Ushimaru, Maito Koga, Azusa Saika, Tomotake Morita, Yoshiaki Takahashi, Chigusa Hayashi, Masayuki Igarashi, *DAISUKE TAKAHASHI, *Kazunobu Toshima

CHEMISTRY-A EUROPEAN JOURNAL (Chemistry - A European Journal)  28 ( 55 )  2022.10

Last author, Corresponding author, Accepted,  ISSN  09476539

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Synthesis of three types of purpose-designed mannosylerythritol lipid (MEL)-D analogues with decanoyl groups (C10), β-GlcEL-D, α-GlcEL-D, and α-MEL-D, was accomplished utilizing our boron-mediated aglycon delivery (BMAD) methods. Their self-assembling properties, recovery effects on damaged skin cells, and antibacterial activity were evaluated. It was revealed, for the first time, that α-GlcEL-D and α-MEL-D only generated giant vesicles, indicating that slight differences in the steric configuration of an erythritol moiety and fatty acyl chains affect the ability to form vesicles. Analogue α-MEL-D exhibited significant recovery effects on damaged skin cells. Furthermore, α-MEL-D exhibited antibacterial activity as high as that for MEL-D, indicating that α-MEL-D is a promising artificial sugar-based material candidate for enhancing the barrier function of the stratum corneum, superior to a known cosmetic ingredient, and possesses antibacterial activity.

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Efficient Strategy for the Preparation of Chemical Probes of Biologically Active Glycosides Using a Boron-Mediated Aglycon Delivery (BMAD) Method

Kosuke Kimura, Takeshi Yasunaga, Takumi Makikawa, *DAISUKE TAKAHASHI, *Kazunobu Toshima

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN (The Chemical Society of Japan)  95 ( ７ ) 1075 - 1082 2022.07

Accepted,  ISSN  00092673

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Development of an efficient method for the analysis and identification of the target proteins with which biologically active glycosides directly interact is highly desirable in many research fields. In this article, we report an efficient strategy for the preparation of chemical probes of biologically active glycosides using a reaction sequence of i) a boron-mediated aglycon delivery (BMAD) with an N3-functionalized 1,2-anhydroglu-cose donor, ii) deprotection, and iii) strain-promoted azidealkyne cycloaddition. Using the synthesized chemical probes, we successfully demonstrated that the target proteins of a cardiac glycoside, lanatoside C (1), can be visualized and identified in human colon cancer HCT116 cells.

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Self-Assembling Properties and Recovery Effects on Damaged Skin Cells of Chemically Synthesized Mannosylerythritol Lipids.

Takanori Kondo, Chihiro Yasui, Taisuke Banno, Kouichi Asakura, Tokuma Fukuoka, Kazunori Ushimaru, Maito Koga, Hiroyuki Minamikawa, Azusa Saika, Tomotake Morita, Daisuke Takahashi, Kazunobu Toshima

Chembiochem : a European journal of chemical biology (ChemBioChem)  23 ( 2 ) e202100631 2022.01

Last author, Corresponding author, Accepted,  ISSN  14394227

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Mannosylerythritol lipids (MELs), which are one of the representative sugar-based biosurfactants (BSs) produced by microorganisms, have attracted much attention in various fields in the sustainable development goals (SDGs) era. However, they are inseparable mixtures with respect to the chain length of the fatty acids. In this study, self-assembling properties and structure-activity relationship (SAR) studies of recovery effects on damaged skin cells using chemically synthesized MELs were investigated. It was revealed, for the first time, that synthetic and homogeneous MELs exhibited significant self-assembling properties to form droplets or giant vesicles. In addition, a small difference in the length of the fatty acid chains of the MELs significantly affected their recovery effects on the damaged skin cells. MELs with medium or longer length alkyl chains exhibited much higher recovery effects than that of C18-ceramide NP.

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Hypocrellin B-based activatable photosensitizers for specific photodynamic effects against high H2O2-expressing cancer cells.

Takashi Kitamura, Hirotaka Nakata, Daisuke Takahashi, Kazunobu Toshima

Chemical communications (Cambridge, England) (Chemical Communications)  58 ( 2 ) 242 - 245 2022.01

Last author, Corresponding author, Accepted,  ISSN  13597345

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A novel tumor-related biomarker, a H2O2-activatable photosensitizer 4 based on the 1,3-dicarbonyl enol moieties of hypocrellin B (3), was designed and synthesized. The photosensitizer 4 showed a blue-shifted absorption band compared with 3, and showed negligible photosensitizing ability without H2O2. However, the release of 3 from 4 by the reaction with H2O2 regenerated the photosensitizing ability. Furthermore, 4 exhibited selective and effective photo-cytotoxicity against high H2O2-expressing cancer cells upon photo-irradiation with 660 nm light, which is inside the phototherapeutic window.

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Synthesis of low-molecular weight fucoidan derivatives and their binding abilities to SARS-CoV-2 spike proteins

Tatsuki Koike, Aoi Sugimoto, Shuhei Kosono, Sumika Komaba, Yuko Kanno, Takashi Kitamura, Itsuki Anzai, Tokiko Watanabe, Daisuke Takahashi, Kazunobu Toshima

RSC Medicinal Chemistry (Royal Society of Chemistry (RSC))  12 ( 12 ) 2016 - 2021 2021.12

Last author, Corresponding author, Accepted,  ISSN  26328682

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Synthesized fucoidan derivative 10 exhibited inhibitory activities against the binding of heparin with several SARS-Cov-2 spike proteins, but did not inhibit factor Xa activity that could otherwise lead to undesirable anticoagulant activity.

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Synthesis of a Pentasaccharide Repeating Unit of Lipopolysaccharide Derived from Virulent E. coli O1 and Identification of a Glycotope Candidate of Avian Pathogenic E. coli O1

Nobuya Nishi, Katsunori Seki, *Daisuke Takahashi, *Kazunobu Toshima

Angewandte Chemie - International Edition (Angewandte Chemie - International Edition)  60 ( 4 ) 1789 - 1796 2021.01

Research paper (scientific journal), Accepted,  ISSN  14337851

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© 2020 Wiley-VCH GmbH Avian pathogenic Escherichia coli (APEC) is a common bacterial pathogen infecting chickens, resulting in economic losses to the poultry industry worldwide. In particular, APEC O1, one of the most common serotypes of APEC, is considered problematic due to its zoonotic potential. Therefore, many attempts have been made to develop an effective vaccine against APEC O1. In fact, the lipopolysaccharide (LPS) O-antigen of APEC O1 has been shown to be a potent antigen for inducing specific protective immune responses. However, the detailed structure of the O-antigen of APEC O1 is not clear. The present study demonstrates the first synthesis of a pentasaccharide repeating unit of LPS derived from virulent E. coli O1 and its conjugate with BSA. ELISA tests using the semi-synthetic glycoconjugate and the APEC O1 immune chicken serum revealed that the pentasaccharide is a glycotope candidate of APEC O1, with great potential as an antigen for vaccine development.

This paper was press-released from Keio University. (https://www.keio.ac.jp/ja/press-releases/2020/11/16/28-76321/)
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Diboron-Catalyzed Regio- and 1,2-cis-α-Stereoselective Glycosylation of trans-1,2-Diols.

Shunpei Tomita, Masamichi Tanaka, Michitaka Inoue, Kazuki Inaba, *Daisuke Takahashi, *Kazunobu Toshima

THE JOURNAL OF ORGANIC CHEMISTRY (American Chemical Society)  85 ( 24 ) 16254 - 16262 2020.12

Research paper (scientific journal), Joint Work, Accepted

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Regio- and 1,2-cis-α-stereoselective glycosylations were investigated using 1,2-anhydroglucose donors and trans-1,2-diol sugar acceptors in the presence of a diboron catalyst. The reactions proceeded smoothly to provide the corresponding 1,2-cis-α-glycosides with consistently very high stereoselectivity and were regioselectivity controlled by the protecting groups of the acceptor. The present glycosylation method was applied successfully to the efficient synthesis of α-1,3-glucan pentasaccharide.

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2-Naphthol Moiety of Neocarzinostatin Chromophore as a Novel Protein-Photodegrading Agent and Its Application as a H<inf>2</inf>O<inf>2</inf>-Activatable Photosensitizer

Takashi Kitamura, Saori Shiroshita, *Daisuke Takahashi *Kazunobu Toshima

Chemistry - A European Journal (Wiley-VCH )  26 ( 63 ) 14351 - 14358 2020.11

Research paper (scientific journal), Joint Work, Accepted,  ISSN  09476539

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© 2020 Wiley-VCH GmbH A 2-naphthol derivative 2 corresponding to the aromatic ring moiety of neocarzinostatin chromophore was found to degrade proteins under photo-irradiation with long-wavelength UV light without any additives under neutral conditions. Structure–activity relationship studies of the derivative revealed that methylation of the hydroxyl group at the C2 position of 2 significantly suppressed its photodegradation ability. Furthermore, a purpose-designed synthetic tumor-related biomarker, a H2O2-activatable photosensitizer 8 possessing a H2O2-responsive arylboronic ester moiety conjugated to the hydroxyl group at the C2 position of 2, showed significantly lower photodegradation ability compared to 2. However, release of the 2 from 8 by reaction with H2O2 regenerated the photodegradation ability. Compound 8 exhibited selective photo-cytotoxicity against high H2O2-expressing cancer cells upon irradiation with long-wavelength UV light.

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Total Synthesis of Terpioside B

Kazuki Inaba, Masato Endo, Naoto Iibuchi, Daisuke Takahashi, *Kazunobu Toshima

Chemistry - A European Journal (Wiley-VCH )  26 ( 45 ) 10222 - 10225 2020.08

Research paper (scientific journal), Joint Work, Accepted,  ISSN  09476539

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© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim The first total synthesis of terpioside B (1) has been accomplished. Key steps include the stereoselective installments of a set of challenging 1,2-cis-glycosidic linkages. Thus, α(1,4)-linked d-galactoside was effectively constructed from a 1,2-anhydrogalactose donor and an unprotected 1,6-anhydrogalactose acceptor by using a boron-mediated aglycon delivery (BMAD) method. In addition, α-l-fucofuranosides were stereoselectively and simultaneously constructed by remote group-assisted 1,2-cis-α-stereoselective glycosylations.

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Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor

Tanaka M., Sato K., Yoshida R., Nishi N., Oyamada R., Inaba K., *Takahashi D., *Toshima K.

Nature Communications (Springer Nature)  11 ( 1 ) 2431 2020.05

Research paper (scientific journal), Joint Work, Accepted

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© 2020, The Author(s). Chemical desymmetrization reactions of meso-diols are highly effective for the precise and efficient synthesis of chiral molecules. However, even though enzyme-catalyzed desymmetric glycosylations are frequently found in nature, there is no method for highly diastereoselective desymmetric chemical glycosylation of meso-diols. Herein, we report a highly diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols found in myo-inositol 1,3,5-orthoesters using a boronic acid catalyst based on predictions of regioselectivity by density functional theory (DFT) calculations. The enantiotopic hydroxyl groups of the meso-diols are clearly differentiated by the stereochemistry at the C2 position of the glycosyl donor with excellent regioselectivities. In addition, the present method is successfully applied to the synthesis of core structures of phosphatidylinositolmannosides (PIMs) and glycosylphosphatidylinositol (GPI) anchors, and common β-mannoside structures of the LLBM-782 series of antibiotics.

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Photo-induced glycosylation using a diaryldisulfide as an organo-Lewis photoacid catalyst

Iibuchi N., Eto T., Aoyagi M., Kurinami R., Sakai H., Hasobe T., *Takahashi D., * Toshima K

Organic and Biomolecular Chemistry (The Royal Society of Chemistry)  18 ( 5 ) 851 - 855 2020.01

Research paper (scientific journal), Joint Work, Accepted,  ISSN  14770520

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© 2020 The Royal Society of Chemistry. Photo-induced glycosylations of several acceptors with trichloroacetimidate donors using bis(2-naphthyl)disulfide as an organo-Lewis photoacid (LPA) catalyst proceeded effectively to give the corresponding glycosides in good to high yields. In addition, the ground and excited state absorption spectra of bis(2-naphthyl)disulfide with or without NEt3 suggested the Lewis acidity of bis(2-naphthyl)disulfide upon photo-irradiation.

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Total Synthesis and Structure–Activity Relationship Study of Vineomycin A₁

Yuka Matsumoto, Hajime Kuriki, Takashi Kitamura, *Daisuke Takahashi, , *Kazunobu Toshima

THE JOURNAL OF ORGANIC CHEMISTRY 84 ( 22 ) 14724 - 14732 2019.10

Research paper (scientific journal), Joint Work, Accepted

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The first total synthesis of vineomycin A1 (1) has been accomplished. Structure–activity relationship studies for cytotoxicity against human breast cancer MCF-7 cells using several synthetic vineomycin A1 analogues differing in the number and position of glycon moieties revealed that the cytotoxicity increased as the number of glycon moieties increased. The position of the glycon moiety was one of the key factors for the cytotoxicity of 1. Moreover, in vitro analysis of the cytotoxicity of 1 against MCF-7 cells indicated for the first time that 1 effectively induced cancer cell death by apoptosis, not by acting as a DNA intercalating agent.

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2-Phenylquinoline—Sugar Hybrids as Photo-switchable α-Glucosidase Inhibitors

Takashi Kitamura, Mai Okuyama, *Daisuke Takahashi, *Kazunobu Toshima

CHEMISTRY AN ASIAN JOURNAL (Wiley‐VCH)  14 ( 9 ) 1409 - 1412 2019.03

Research paper (scientific journal), Joint Work, Accepted,  ISSN  18614728

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© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Purpose-designed 2-phenylquinoline (PQ)-sugar hybrids 1 and 2 were synthesized and evaluated for their photodegradation activities against an α-glucosidase target. The results indicated that PQ-mannose hybrid 2 selectively and effectively photodegraded α-glucosidase and significantly inhibited its enzymatic activity upon irradiation with long-wavelength UV light in the absence of any additives under neutral and aqueous conditions. Furthermore, 2 selectively and effectively inhibited α-glucosidase activity only with photo-irradiation even in complex cell lysate.

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Stereospecific β-l-Rhamnopyranosylation through an S_Ni-Type Mechanism by Using Organoboron Reagents

Nishi N., Sueoka K., Iijima K., Sawa R., Takahashi D., Toshima K.

Angewandte Chemie - International Edition (Angewandte Chemie - International Edition)  57 ( 42 ) 13858 - 13862 2018.10

ISSN  14337851

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© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Stereospecific β-l-rhamnopyranosylations were conducted using a 1,2-anhydro-l-rhamnopyranose donor and mono-ol or diol acceptors in the presence of a glycosyl-acceptor-derived borinic or boronic ester. Reactions proceeded smoothly to provide the corresponding β-l-rhamnopyranosides (β-l-Rhap) with complete stereoselectivity in moderate to high yields without any further additives under mild conditions. Mechanistic studies of the borinic ester mediated glycosylation using 13C kinetic isotope effect (KIE) measurements and DFT calculations were consistent with a concerted SNi mechanism with an exploded transition state. In addition, the present glycosylation method was applied successfully to the synthesis of a trisaccharide, α-l-Rhap-(1,2)-β-l-Rhap-(1,4)-Glcp, derived from Streptococcus pneumoniae serotypes 7B, 7C, and 7D.

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An Anthraquinone—Enzyme—Peptide Hybrid as a Photo-Switchable Enzyme

Shota Sotokawa, Takashi Kitamura, Daisuke Takahashi, *Kazunobu Toshima

CHEMICAL COMMUNICATIONS (Royal Society of Chemistry)  54 ( 75 ) 10614 - 10617 2018.08

Research paper (scientific journal), Accepted,  ISSN  13597345

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© 2018 The Royal Society of Chemistry. A purpose-designed anthraquinone-horseradish peroxidase (HRP)-cell penetrating peptide hybrid 1 showed high and effective cell permeability. Furthermore, 1 exhibited enzymatic activity without photo-irradiation, whereas significant self-degradation and loss of enzymatic activity occurred upon photo-irradiation in living cells.

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Novel hemagglutinin-binding sulfated oligofucosides and their effect on influenza virus infection

Shuhei Kosono, Akihiro Kasai, Sumika Komaba, Teruhiko Matsubara, Toshinori Sato, *Daisuke Takahashi, *Kazunobu Toshima

CHEMICAL COMMUNICATIONS (Royal Society of Chemistry)  54 ( 54 ) 7467 - 7470 2018.06

Research paper (scientific journal), Accepted,  ISSN  13597345

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© 2018 The Royal Society of Chemistry. Among a series of chemically synthesized fucoidan derivatives (1-9), 5 was found for the first time to bind to influenza virus hemagglutinins (HAs) and inhibit hemagglutination activity. In addition, a designed C3-symmetric tripodal ligand 10, synthesized with three sulfated oligofucoside moieties of 5, exhibited much greater hemagglutination inhibition activity than 5. A plaque assay using MDCK cells demonstrated that 10 effectively inhibited influenza virus infection.

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Systematic and Stereoselective Total Synthesis of Mannosylerythritol Lipids and Evaluation of Their Antibacterial Activity

Junki Nashida, Nobuya Nishi, Yoshiaki Takahashi, Chigusa Hayashi, Masayuki Igarashi, *Daisuke Takahashi,* Kazunobu Toshima*

THE JOURNAL OF ORGANIC CHEMISTRY (American Chemical Society)  83 ( 13 ) 7281 - 7289 2018.03

Research paper (scientific journal), Joint Work, Accepted,  ISSN  0022-3263

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Boronic-Acid-Catalyzed Regioselective and 1,2-cis-Stereoselective Glycosylation of Unprotected Sugar Acceptors via S_Ni-Type Mechanism

Masamichi Tanaka, Akira Nakagawa, Nobuya Nishi, Kiyoko Iijima, Ryuichi Sawa, *Daisuke Takahashi, *Kazunobu Toshima

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (American Chemical Society)  140 ( 10 ) 3644 - 3651 2018.02

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1520-5126

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Target-Selective Fluorescence Imaging and Photo-Cytotoxicity against H₂O₂ High-Expressing Cancer Cells Using a Photoactivatable Theranostic Agent

R. Takagi, A. Takeda, D. Takahashi, K. Toshima

Chemistry-An Asian Journal 12 ( 20 ) 2656 - 2659 2017.10

Research paper (scientific journal), Joint Work, Accepted

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Electrochemical Preparation of Platinum Nanoparticles from Bis(acetylacetonato)platinum(II) in Some Aprotic Amide-type Ionic Liquids

S. Sultana, N. Tachikawa, K. Yoshii, K. Toshima, L. Magagnin, Y. Katayama

Electrochimica Acta 249   263 - 270 2017.09

Research paper (scientific journal), Joint Work, Accepted

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Regio- and Stereoselective β-Mannosylation Using a Boronic Acid Catalyst and Its Application to the Synthesis of a Tetrasaccharide Repeating Unit of Lipopolysaccharide Derived from E. Coli O75

N. Nishi, J. Nashida, E. Kaji, D. Takahashi, K. Toshima

Chemical Communications 53   3018 - 3020 2017.03

Research paper (scientific journal), Joint Work, Accepted

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Total Synthesis of Aquayamycin

Kusumi, Shunichi; Nakayama, Harunobu; Kobayashi, Takumi; Kuriki Hajime, Matsumoto Yuka, Takahashi Daisuke, Toshima Kazunobu

Chemistry-A European Journal 22 ( 52 ) 18733 - 18736 2016.12

Research paper (scientific journal), Joint Work, Accepted

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1,2-cis-α-Stereoselective Glycosylation Utilizing a Glycosyl-Acceptor-Derived Boronic Ester and Its Application to the Total Synthesis of Natural Glycosphingolipids

Tanaka Masamichi, Takahashi Daisuke, Toshima Kazunobu

Organic Letters 18 ( 19 ) 5030 - 5033 2016.10

Research paper (scientific journal), Joint Work, Accepted

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Stereocontrolled Photoinduced Glycosylation Using an Aryl Thiourea as an Organo photoacid

Kimura Tomoya, Eto Takahiro, Takahashi Daisuke, Toshima Kazunobu

Organic Letters 18 ( 13 ) 3190 - 3193 2016.07

Research paper (scientific journal), Joint Work, Accepted

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Electrochemical Behavior of Bis(acetylacetonato)platinum(II) Complex in an Amide-Type Ionic Liquid

Sultana Sharmin, Tachikawa Naoki, Yoshii Kazuki, Magagnin Luca, Toshima Kazunobu, Katayama Yasushi

Journal of The Electrochemical Society 163 ( 8 ) D401 - D406 2016.05

Research paper (scientific journal), Joint Work, Accepted

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Glycosyl-Acceptor-Derived Boronic Ester-Promoted Direct and β-Stereoselective Mannosylation with a 1,2-Anhydromannose Donor

Tanaka Masamichi, Nashida Junki, Takahashi Daisuke, Toshima Kazunobu

Organic Letters 18 ( 9 ) 2288-2291 2016.05

Research paper (scientific journal), Joint Work, Accepted

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Target-selective photo-degradation of a sialyl Lewis a (sLea) conjugate and photo-cytotoxicity against sLea positive cancer cells using an anthraquinone-antibody hybrid

Takahashi Daisuke,Nagao Takashi,Sotokawa Shota, Toshima Kazunobu

MedChemComm 7 ( 6 ) 1224-1228 2016.05

Research paper (scientific journal), Joint Work, Accepted

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Target-selective photo-degradation of AFP-L3 and selective photo-cytotoxicity against HuH-7 hepatocarcinoma cells using an anthraquinone-PhoSL hybrid

Okuyama Mai, Ueno Haruna, Kobayashi Yuka, Kawagishi Hirokazu, Takahashi Daisuke, Toshima Kazunobu

Chemical Communications 52 ( 10 ) 2169 - 2172 2016.02

Research paper (scientific journal), Joint Work, Accepted

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Systematic synthesis of low-molecular weight fucoidan derivatives and their effect on cancer cells

Kasai Akihiro, Arafuka Shinsuke, Koshiba Nozomi, Takahashi Daisuke, Toshima Kazunobu

Organic & Biomolecular Chemistry 13 ( 42 ) 10556 - 10568 2015.11

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Electrochemical preparation of palladium nanoparticles in bis(trifluoromethylsulfonyl)amide ionic liquids consisting of pyrrolidinium cations with different alkyl chain lengths

Katayama Yasushi,Oshino Yosuke,Ichihashi Naoaki,Naoki Tachikawa, Yoshii Kazuki,Toshima Kazunobu

Electrochimica Acta 183   37 - 41 2015.11

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

One-pot transformation of N-succinyl chitosan to nitrogen-containing alkyl glycosides using an ionic liquid containing a protic acid

Aoyagi Manabu, Kimura Tomoya, Ohba Akio, Katayama Yasushi, Takahashi Daisuke, Toshima Kazunobu

Chemistry Letters 44   1467 - 1469 2015.11

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Glycosylation of glycals using N-Iodosuccinimide (NIS) and phosphorus compounds for syntheses of 2-iodo- and 2-deoxyglycosides

Kimura Tomoya, Takahashi Daisuke, Toshima Kazunobu

Journal of Organic Chemistry 80 ( 19 ) 9552 - 9562 2015.10

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Regioselective and 1,2-cis-α-stereoselective glycosylation utilizing glycosyl-acceptor-derived boronic ester catalyst

Nakagawa Akira, Tanaka Masamichi, Hanamura Shun, Takahashi Daisuke, Toshima Kazunobu

Angewandte Chemie, International Edition 54 ( 37 ) 10935 - 10939 2015.09

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Electrodeposition of palladium from palladium(II) acetylacetonate in an amide-type ionic liquid

Yoshii Kazuki, Oshino Yosuke, Tachikawa Naoki, Toshima Kazunobu, Katayama Yasushi

Electrochemistry Communications 52   21 - 24 2015.03

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1388-2481

• Access to Document (DOI)

Hierarchical CaCO3 chromatography: A stationary phase based on biominerals

Sato Kosuke, Oaki Yuya, Takahashi Daisuke, Toshima Kazunobu, Imai Hiroaki

Chemistry-A European Journal 21 ( 13 ) 5034 - 5040 2015.03

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1521-3765

• Access to Document (DOI)

A solid-phase affinity labeling method for target-selective isolation and modification of proteins

Kuwahara Daichi, Hasumi Takahiro, Kaneko Hajime, Unno Madoka, Takahashi Daisuke, Toshima Kazunobu

Chemical Communications 50 ( 98 ) 15601 - 15604 2014.12

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1359-7345

• Access to Document (DOI)

Chemical and biological evaluation of unusual sugars, alpha-aculosides, as novel Michael acceptors

Ikeda Hiromasa, Kaneko Erika, Okuzawa Shunsuke, Takahashi Daisuke, Toshima Kazunobu

Organic & Biomolecular Chemistry 12 ( 44 ) 8832 - 8835 2014.11

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1477-0520

• Access to Document (DOI)

Systematic synthesis of sulfated oligofucosides and their effect on breast cancer MCF-7 cells

Arafuka Shinsuke, Koshiba Nozomi, Takahashi Daisuke, Toshima Kazunobu

Chemical Communications 50 ( 69 ) 9831 - 9834 2014.09

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1359-7345

• Access to Document (DOI)

Photo-induced glycosylation using reusable organophotoacids

Iwata Ryosuke, Uda Kanjiro, Takahashi Daisuke, Toshima Kazunobu

Chemical Communications 50 ( 73 ) 10695 - 10698 2014.09

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1359-7345

• Access to Document (DOI)

Photodegradation of amyloid beta and reduction of its cytotoxicity to PC12 cells using porphyrin derivatives

Hirabayashi Ayumi, Shindo Yutaka, Oka Kotaro, Takahashi Daisuke, Toshima Kazunobu

Chemical Communications 50 ( 67 ) 9543 - 9546 2014.08

Research paper (scientific journal), Joint Work, Accepted,  ISSN  1359-7345

• Access to Document (DOI)

Electrodeposition of gold in an amide-type ionic liquid

KATAYAMA YASUSHI, ENDO TOMOYUKI, MIURA TAKASHI, TOSHIMA KAZUNOBU

Journal of The Electrochemical Society 161 ( 3 ) D87 - D91 2013.12

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Chiral Brønsted acid-mediated glycosylation with recognition of alcohol chirality

KIMURA TOMOYA, SEKINE MAIKO, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Angewandte Chemie International Edition 52 ( 46 ) 12131 - 12134 2013.11

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

The direct and one-pot transformation of xylan into the biodegradable surfactants, alkyl xylosides, is aided by an ionic liquid

SEKINE MAIKO, KIMURA TOMOYA, KATAYAMA YASUSHI, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

RSC Advances 3 ( 43 ) 19756 - 19759 2013.11

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Design, synthesis and evaluation of a boronic acid based artificial receptor for L-DOPA in aqueous media

UENO HARUNA, IWATA TAKAYUKI, KOSHIBA NOZOMI, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Chemical Communications 49 ( 88 ) 10403 - 10405 2013.11

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Total synthesis of vineomycin B2

KUSUMI SHUNICHI, TOMONO SATOSHI, OKUZAWA SHUNSUKE, KANEKO ERIKA, UEDA TAKASHI, SASAKI KANAME, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Journal of the American Chemical Society 135 ( 42 ) 15909 - 15912 2013.10

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Light-induced O-glycosylation of unprotected deoxythioglycosyl donors

NAKANISHI MAYUKA, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Organic & Biomolecular Chemistry 11 ( 31 ) 5079 - 5082 2013.08

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Electrode reactions of platinum bromide complexes in an amide-type ionic liquid

KATAYAMA YASUSHI, ENDO TOMOYUKI, MIURA TAKASHI, TOSHIMA KAZUNOBU

Journal of The Electrochemical Society 160 ( 10 ) D423 - D427 2013.07

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

Target-selective photo-degradation of verotoxin-1 and reduction of its cytotoxicity to Vero cells using porphyrin-globotriose hybrids

OKOCHI ATSUSHI, TANIMOTO SHUHO, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Chemical Communications 49 ( 54 ) 6027 - 6029 2013.07

Research paper (scientific journal), Joint Work, Accepted

• Access to Document (DOI)

イオン液体を用いたバイオマス糖質からの配糖体合成

SEKINE MAIKO, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

機能性配糖体の合成と応用－糖転移酵素を中心に－ (シーエムシー出版)     115 - 123 2013.06

Research paper (scientific journal), Joint Work

Chemical biology based on target-selective degradation of proteins and carbohydrates using light-activable organic molecules

TOSHIMA KAZUNOBU

Molecular BioSystems 9   834 - 854 2013.05

Research paper (scientific journal), Single Work, Accepted

• Access to Document (DOI)

Improved total synthesis of incednam

TAKADA AKIRA, UDA KANJIROU, OHTANI TAKASHI, TSUKAMOTO SHINYA, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

The Journal of Antibiotics 66 ( 3 ) 155 - 159 2013.03

Research paper (scientific journal), Joint Work, Accepted

Photodegradation and inhibition of drug-resistant influenza virus neuraminidase using anthraquinone-sialic acid hybrids

AOKI YUSUKE, TANIMOTO SHUHO, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Chemical Communications 49 ( 12 ) 1169 - 1171 2013.02

Research paper (scientific journal), Joint Work, Accepted

Carbohydrate recognition and photodegradation by an anthracene-Kemp's acid hybrid

NISHIBU MIYUKI, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Organic & Biomolecular Chemistry 10 ( 42 ) 8393-8395 2012.11

Research paper (scientific journal), Joint Work, Accepted

Creation of novel biofunctional molecules for target-selective photodegradation of proteins and carbohydrates: a synthetic and chemical, biological study for the post-genome era

TOSHIMA KAZUNOBU, TAKAHASHI DAISUKE, TANIMOTO SHUHO

Journal of Synthetic Organic Chemistry 70 ( 11 ) 1187 - 1195 2012.11

Research paper (scientific journal), Joint Work, Accepted

Chemistry based approach for degradation of target-oligosaccharides using photo-activatable organic small molecules

TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Trends in Glycoscience and Glycotechnology 24 ( 140 ) 258-276 2012.11

Research paper (scientific journal), Joint Work, Accepted

Design, synthesis and evaluation of light-activatable organic molecules that target-selectively degrade DNA, proteins and carbohydrates; an interdisciplinary challenge for a synthetic organic chemist

TOSHIMA KAZUNOBU

Synlett 23 ( 14 ) 2025-2052 2012.09

Research paper (scientific journal), Single Work, Accepted

Chemical methods for degradation of target proteins using designed light-activatable organic molecules

TANIMOTO SHUHO, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Chemical Communications 48 ( 62 ) 7659-7671 2012.08

Research paper (scientific journal), Joint Work, Accepted

Photodegradation of lipopolysaccharides and the inhibition of macrophage activation by anthraquinone-boronic acid hybrids

TAKAHASHI DAISUKE, MIURA TAKUYA, TOSHIMA KAZUNOBU

Chemical Communications 48 ( 61 ) 7595-7597 2012.08

Research paper (scientific journal), Joint Work, Accepted

エイズの原因物質を光で狙い撃ち

TANIMOTO SHUHO, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

光アライアンス 23 ( 8 ) 50-53 2012.08

Research paper (scientific journal), Joint Work

Chemical methods for degradation of target oligosaccharides using designed light-activatable organic molecules

TAKAHASHI DAISUKE、TOSHIMA KAZUNOBU

Chemical Communications 48 ( 37 ) 4397-4407 2012.05

Research paper (scientific journal), Joint Work, Accepted

Target-selective photodegradation of HIV-1 protease and inhibition of HIV-1 replication in living cells by designed fullerene-sugar hibrids

TANIMOTO SHUHO, SAKAI SHOHEI, KUDO ERIKO, OKADA SEIJI, MATSUMURA SHUICHI, TAKAHASHI DAISUKE, TOSHIMA KAZUNOBU

Chemistry-An Asian Journal 7 ( 5 ) 911-914 2012.05

Research paper (scientific journal), Joint Work, Accepted

フラーレンのアルツハイマー病治療薬としての可能性

TOSHIMA KAZUNOBU

バイオインダストリー (シーエムシー出版)  29 ( 3 ) 7-12 2012.03

Research paper (scientific journal), Single Work

Chemical methods for degradation of target oligosaccharides using designed light-activatable organic molecules.

Daisuke　Takahashi, Kazunobu Toshima

Chem. Commun. 48 ( 37 ) 4397 - 4407 2012.02

Research paper (scientific journal), Joint Work, Accepted

アルツハイマー病の原因物質を光で狙い撃ち

TOSHIMA KAZUNOBU

光アライアンス (日本工業出版)  22 ( 12 ) 22-25 2011.12

Research paper (scientific journal), Single Work

Efficient and stereoselective synthesis of the disaccharide fragment of incednine

Takashi Ohtani, Shohei Sakai, Akira Takada, Daisuke Takahashi, Kazunobu Toshima*

Org. Lett. 13 ( 22 ) 6126-6129 2011.10

Research paper (scientific journal), Joint Work, Accepted

Degradation of target oligosaccharides by Aanthraquinone-lectin hybrids with light switching.

Yukari Imai, Shingo Hirono, Haruka Matsuba, Yuka Kobayashi, Hirokazu Kawagishi, Daisuke　Takahashi, Kazunobu Toshima

Chem. Asian J. 7 ( 1 ) 97-104 2011.10

Research paper (scientific journal), Joint Work, Accepted

フラーレン誘導体を用いたアルツハイマー病原因物質の光分解

TOSHIMA KAZUNOBU

NEW DIAMOND (オーム出版社)  27 ( 4 ) 24-26 2011.10

Research paper (scientific journal), Single Work

Target-selective photodegradation of oligosaccharides by a fullerene-boronic acid hybrid upon visible light irradiation.

Daisuke　Takahashi, Shingo Hirono, Kazunobu Toshima

Chem. Commun. 47 ( 42 ) 11712-11714 2011.09

Research paper (scientific journal), Joint Work, Accepted

Inhibition of amyloid beta aggregation and cytotoxicity by photo-degradation using a designed fullerene derivative.

Yasunori Ishida, Tomohiko Fujii, Kotaro Oka, Daisuke　Takahashi, Kazunobu Toshima

Chem. Asian J. 6 ( 9 ) 2312-2315 2011.09

Research paper (scientific journal), Joint Work, Accepted

Molecular design, chemical synthesis, and biological evaluation of agents that selectively photo-degrade the transcription factor estrogen receptor-alpha.

Kana Tsumura, Akane Suzuki, Takeo Tsuzuki, Shuho Tanimoto, Hajime Kaneko, Shuichi Matsumura, Masaya Imoto, Kazuo Umezawa, Daisuke　Takahashi, Kazunobu Toshima

Org. Biomol. Chem. 9 ( 18 ) 6357-6366 2011.06

Research paper (scientific journal), Joint Work, Accepted

Armed-disarmed effect of remote protecting groups on the glycosylation reaction of 2,3-dideoxyglycosyl donors.

Satoshi Tomono, Shunichi Kusumi, Daisuke Takahashi, Kazunobu Toshima*

Tetrahedron Lett. 52 ( 18 ) 2399-2403 2011.03

Research paper (scientific journal), Joint Work, Accepted

超分子を利用した糖鎖認識：β-グリコシルを認識する人工レクチンの創製

Daisuke Takahashi, Kazunobu Toshima

Chemical Biology (日本ケミカルバイオロジー学会)  3 ( 2 ) 11 2010.12

Research paper (scientific journal), Joint Work

Photodegradation of Target Oligosaccharides by Light-Activated Small Molecules.

Daisuke　Takahashi, Shingo Hirono, Chigusa Hayashi, Masayuki Igarashi, Yoshio Nishimura, Kazunobu Toshima

Angew. Chem. Int. Ed. 49 ( 52 ) 10096-10100 2010.11

Research paper (scientific journal), Joint Work, Accepted

Total Synthesis of Incednam, the Aglycon of Incednine

Takashi Ohtani, Shinya Tsukamoto, Hiroshi Kanda, Kensuke Misawa, Yoshifumi Urakawa, Takahiro Fujimaki, Masaya Imoto, Yoshikazu Takahashi, Daisuke Takahashi, Kazunobu Toshima*

Org. Lett. 12 ( 21 ) 5068-5071 2010.11

Research paper (scientific journal), Joint Work, Accepted

A Novel Glycosylation of Inactive Glycosyl Donors Using an Ionic Liquid Containing a Protic Acid under Reduced Pressure Conditions

Yasutaka Kuroiwa, Maiko Sekine, Satoshi Tomono, Daisuke Takahashi, Kazunobu Toshima*

Tetrahedron Lett. 51 ( 48 ) 6294-6297 2010.09

Research paper (scientific journal), Joint Work, Accepted

　View Summary

従来の糖供与体よりも安定かつ調整容易なメチルグリコシドや1-OH糖が、再利用可能なプロトン酸含有イオン液体中、速やかに活性化されること、さらに、減圧条件下に付すことで、グリコシル化反応が効率的に進行することを示した論文。

第三の生命鎖は制御できるか？-糖鎖の機能を人為的に操る新技術-

Daisuke Takahashi, Kazunobu Toshima

化学 (化学同人)  65 ( 8 ) 74-75 2010.08

Research paper (scientific journal), Joint Work

Photo-degradation of Amyloid beta by a Designed Fullerene-sugar Hybrid

Yasunori Ishida, Shuho Tanimoto, Daisuke Takahashi, Kazunobu Toshima*

Med. Chem. Commun. 1 ( 3 ) 212-215 2010.08

Research paper (scientific journal), Joint Work, Accepted

　View Summary

新規にデザイン・合成したフラーレンと糖とのハイブリッド分子が、アミロイドβの凝集を阻害するだけでなく、人体に害のない長波長紫外光の照射下、アミドロイドβのモノマーおよびオリゴマーを効果的に光分解することを示した論文。

光感受性分子標的薬の創製研究

TOSHIMA KAZUNOBU

日本発ブロックバスターを目指して-創薬研究の最前線- (シーエムシー出版)     118-125 2010.05

Research paper (scientific journal), Single Work, Accepted

Effective and Chemoselective Glycosylations Using 2,3-Unsaturated Sugars

Shunichi Kusumi, Kaname Sasaki, Sainan Wang, Tatsuya Watanabe, Daisuke Takahashi, Kazunobu Toshima*

Org. Biomol. Chem. 8 ( 14 ) 3164-3178 2010.05

Research paper (scientific journal), Joint Work, Accepted

　View Summary

生体内におけるリゾチームの糖鎖加水分解反応に着眼し、デザイン・合成した2,3-不飽和糖が2,3-飽和糖および2,3-不飽和-4-ケト糖よりも有意に高い反応性を有することを示し、この反応性の差を利用した化学選択的グリコシル化反応が2,3-ジデオキシ糖鎖の効率的な合成法として有効であることを示した論文。

Chemoselective glycosylations using 2,3-unsaturated-4-keto glycosyl donors

S. Kusumi, S. Wang, T. Watanabe, K. Sasaki, D. Takahashi, K. Toshima

Organic & Biomolecular Chemistry 8 ( 5 ) 988-990 2010.03

Research paper (scientific journal), Single Work, Accepted

糖鎖を認識する超分子

Daisuke Takahashi, Kazunobu Toshima

BIO INDUSTRY (シーエムシー出版)  27 ( 2 ) 12-17 2010.02

Research paper (scientific journal), Single Work,  ISSN  0910-6545

　View Summary

糖鎖を認識する超分子化合物の分子デザイン、機能および将来の有用性を展望した総説。

標的糖鎖を光分解する生体機能分子の創製

TOSHIMA KAZUNOBU

バイオインダストリー 27 ( 2 ) 43-48 2010.02

Research paper (scientific journal), Single Work

新しい分子標的薬とその設計：光感受性分子標的薬

TOSHIMA KAZUNOBU

腎と透析 67 ( 5 ) 577-582 2009.11

Research paper (scientific journal), Single Work

High-Molecular-Weight Polycarbonate synthesized by Enzymatic Ring-Opening Polymerization of Cyclic Carbonate as a Green Process

YAMAMOTO YOSHIO, KAIHARA SACHIKO, TOSHIMA KAZUNOBU, MATSUMURA SHUICHI

Macromolecular Bioscience (Wiley-VCH)  9 ( 10 ) 968-978 2009.10

Research paper (scientific journal), Joint Work, Accepted

Synthesis and Properties of Polycarboxylate-type Green Surfactants with S- or N-Linkages

OKADA YUU, BANNO TAISUKE,TOSHIMA KAZUNOBU,MATSUMURA SHUICHI

Journal of Oleo Science (日本油化学会)  58 ( 10 ) 519-528 2009.10

Research paper (scientific journal), Joint Work, Accepted

Target-selective degradation of cancer-related proteins by novel photo-sensitizers for molecular-targeted photodynamic therapy

TOSHIMA KAZUNOBU

Cancer Science 100 ( 9 ) 1581-1584 2009.09

Research paper (scientific journal), Joint Work, Accepted

Target-selective degradation of proteins and oligosaccharides by light-activated hybrid molecules for molecular-targeted photodynamic therapy

TOSHIMA KAZUNOBU

Future Medicinal Chemistry 1 ( 6 ) 1113-1124 2009.09

Research paper (scientific journal), Single Work, Accepted

Synthesis and Properties of Gemini-type Cationic Surfactants Containing Carbonate Linkages in the Linker Moiety Directed Toward Green and Sustainable Chemistry

Taisuke Banno, Kazunobu Toshima, Kazuo Kawada, MATSUMURA SHUICHI

Journal of Surfactants and Detergents (Springer)  12 ( 3 ) 249-259 2009.08

Research paper (scientific journal), Joint Work, Accepted

Hydrolysis of disaccharides by metal species in neutral homogeneous conditions

D. Takahashi, S. Kobayashi, K. Tsumura, K. Toshima

Chemistry Letteers 38 ( 7 ) 728-729 2009.07

Research paper (scientific journal), Joint Work, Accepted

Synthetic studies on incednine: synthesis of the C1-C13 pentaenoic acid segment

T. Ohtani, H. Kanda, K. Misawa, Y. Urakawa, K. Toshima

Tetrahedron Letters 50 ( 19 ) 2270-2273 2009.05

Research paper (scientific journal), Joint Work, Accepted

Direct Enzymatic Synthesis of a Polyester with Free Pendant Mercapto Groups

Makoto Kato, Kazunobu Toshima,MATSUMURA SHUICHI

Biomacromolceules (American Chemical Society)  10 ( 2 ) 366-373 2009.02

Research paper (scientific journal), Joint Work, Accepted

Target-selective photo-degradation of HIV-1 protease by a fullerene-sugar hybrid

S. Tanimoto, S. Sakai, S. Matsumura, D. Takahashi MATSUMURA SHUICHI K. Toshima

Chemical Communications (RSC Publishing)   ( 44 ) 5767-5769 2008.11

Research paper (scientific journal), Joint Work

Target-selective degradation of proteins by porphyrins upon visible photo-irradiation

S. Tanimoto MATSUMURA SHUICHI K. Toshima

Chemical Communications (RSC Publishing)   ( 31 ) 3678-3680 2008.08

Research paper (scientific journal), Joint Work, Accepted

Chemoselective reduction of Aldehydes over ketones with sodium tris(hexafluoroisopropoxy)borohydride

Y. Kuroiwa MATSUMURA SHUICHI K. Toshima

Synlett (Thieme)   ( 16 ) 2523-2525 2008.08

Research paper (scientific journal), Joint Work, Accepted

Lipase-catalyzed ring-opening polymerization of molecularly pure cyclic oligomers for use in synthesis and chemical recycling of aliphatic polyesters

A. Kondo, S. Sugihara, M. Kuwahara, K. Toshima MATSUMURA SHUICHI

Macromoleculalr Bioscience (Wiley-VCH)  8 ( 6 ) 533-539 2008.06

Research paper (scientific journal), Joint Work, Accepted

Poly(ricinoleic acid) based novel thermosetting elastomer

Hiroki Ebata, Mayumi Yasuda, Kazunobu Toshima, MATSUMURA SHUICHI

Journal of Oleo Science (日本油化学会)  57 ( 6 ) 315-320 2008.06

Research paper (scientific journal), Joint Work, Accepted

Non-natural glycosyl anthraquinones as DNA binding and photocleaving agents

TOSHIMA KAZUNOBU

Topics in Current Chemistry-Anthracyclines Chemistry and Biology (Springer)     285-298 2008.05

Research paper (scientific journal), Single Work

Chemoenzymatic Synthesis and Chemical Recycling of Sustainable Polyurethanes

Yoshio Yanagishita, Makoto Kato, Kazunobu Toshima, and Shuichi Matsumura MATSUMURA SHUICHI

ChemSusChem (Wiley-VCH)  1 ( 1-2 ) 133-142 2008.02

Research paper (scientific journal), Joint Work, Accepted

Lipase-Catalyzed Synthesis and Properties of Poly(12-hydroxydodecanoate-co- 12-hydroxystearate) Directed Towards Novel Green and Sustainable Elastomer

Hiroki Ebata, Kazunobu Toshima, MATSUMURA SHUICHI

Macromolecular Bioscience (Wiley-VCH)  8 ( 1 ) 38-45 2008.01

Research paper (scientific journal), Joint Work, Accepted

Target selective degradation of prooteins by light-activated 2-phenylquinoline-estradiol hybrid

Akane Suzuki, Kana Tsumura, Takeo Tsuzuki, MATSUMURA SHUICHI, Kazunobu Toshima

Chemical Communications (RSC Publishing)  41   4260-4262 2007.11

Research paper (scientific journal), Joint Work, Accepted

　View Summary

a designed 2-phenylquinoline-estradiol hybrid effectively and selectively degraded the target transcription factor, human estrogen receptor-alpha, which has a high affinity with the estradiol moiety, under long-wavelength UV photo-irradiation, without additives and under neutral conditions.

Target-selective degradation of oligosaccharides by a light-activated small-molecule-lectin hybrid

Maiko Ishii, MATSUMURA SHUICHI, Kazunobu Toshima

Angewandte Chemie, International Edition (Wiley-VCH)  46   8396-8399 2007.10

Research paper (scientific journal), Joint Work

　View Summary

An innovative method for target-selective degradation of oligosaccharides induced by a light-activated hybrid molecule consisting of anthraquinone and lectin has been developed. The reaction takes place under neutral conditions, and no additives are required.

Toward the total synthesis of vineomycin B2: application of an efficient glycosylation methodology using 2,3-unsaturated sugards

Kaname Sasaki, MATSUMURA SHUICHI, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  48 ( 39 ) 6982-6986 2007.09

Research paper (scientific journal), Joint Work, Accepted

　View Summary

The application of an efficient glycosylation methodology using 2,3-unsaturated sugards to synthesize critical precursors required for the total synthesis of an antibiotic, Vineomycin B2, was demonstrated.

Sulfated zirconia (SO4/ZrO2) as a reusable solid acid catalyst for the Mannich-type reaction between ketene silyl acetals and aldimines

Sainan Wang, MATSUMURA SHUICHI, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  48 ( 37 ) 6449-6452 2007.09

Research paper (scientific journal), Joint Work, Accepted

　View Summary

Sulfated zirconia (SO4/ZrO2) catalyzed Mannich-type reaction of ketene silyl acetals and aldimines proceeded smoothly at room temperature to afford b-amino esters in good to high yields. In addition, the heterogeneous solid acid catalyst SO4/ZrO2 was easily recovered from the reaction mixture and then reused without significant loss of effectiveness.

Aryl C-glycosylation using an ionic liquid containing a protic acid

Chigusa Yamada, Kaname Sasaki, MATSUMURA SHUICHI, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  48 ( 24 ) 4223-4227 2007.04

Research paper (scientific journal), Joint Work, Accepted

　View Summary

Aryl C-glycosylation of several glycosyl donors, including unprotected sugars, with phenol and naphthol derivatives in an ionic liquid containing a protic acid proceeded effectively and stereoselectively to give the corresponding aryl C-glycosides in good to high yields. Because the ionic liquid was nonvolatile, the reaction could be carried out under reduced pressure; in addition, the ionic liquid could be reused without loss of effectivelness. The features contribute to the significant advantages of this novel aryl C-glycosylation reaction.

An efficient glycosidation method using 2,3-unsaturated glycosyl donors

Kaname Sasaki, MATSUMURA SHUICHI, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  47   9039-9043 2006.11

Research paper (scientific journal), Joint Work, Accepted

Synthesis of hexopyranosyl acetates and 2,3-disubstituted tetrahydropyrans via chemoselective hydrogenation of hex-2-enopyranosyl acetates

MATSUMURA SHUICHIKaname Sasaki, Takayuki Wakamatsu, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  47   8271-8274 2006.10

Research paper (scientific journal), Single Work, Accepted

The use of organophotoacids for deprotection reactions in organic synthesis

MATSUMURA SHUICHIYuichi Nishikubo, Shinya Kanzaki, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  47 ( 46 ) 8125-8128 2006.09

Research paper (scientific journal), Joint Work

Molecular design, chemical synthesis, and evaluation of novel anthracene derivatives as a new fammily of protein photocleavers

Masashi Hasegawa, Akane suzuki,MATSUMURA SHUICHI, Kazunobu Toshima

Science and Technology of Advanced Materials (Elsevier)  7 ( 2 ) 169-174 2006.03

Research paper (scientific journal), Joint Work, Accepted

　View Summary

The newly designed and synthesized artificial anthracene derivatives possessing a deoxyamino sugar effectively and randomly cleaved proteins, such as bovine serum albumin (BSA) and hen egg lysozyme (Lyso), during photoirradiation using a long wavelength UV light (365 nm) without any further additives. Furthermore, it was found that the cleaving ability of anthracene could be improved by the attachment of a suitable substitute into anthracene core skeleton.

One-step syntheses of alkyl glycosides and alkyl-substituted DNA oligomers by chemoselective glycosidations using DNA bases

Nishikubo Y, Sasaki K, MATSUMURA SHUICHI, Toshima K

Tetrahedron Letters (Elsevier)  47 ( 7 ) 1041-1045 2006.02

Research paper (scientific journal), Joint Work, Accepted

Deprotection of benzyl ethers using 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) under photoirradiation

MATSUMURA SHUICHIMohammad Abdur Rahim, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  46   7307-7309 2005.09

Research paper (scientific journal), Joint Work, Accepted

Anthraquinone derivatives as a new family of protein photocleaves

MATSUMURA SHUICHIA. Suzuki, M. Hasegawa, M. Ishii, K. Toshima

Bioorganic & Medicinal Chemistry Letters 15   4624-4627 2005.08

Research paper (scientific journal), Single Work, Accepted

Molecular design, chemical synthesis, and evaluation of cytosine-carbohydrate hybrids for selective recognition of a single guanine bulged duplex DNA

MATSUMURA SHUICHI, Yusuke Idutsu, Ayaka Sasaki, Kazunobu Toshima

Bioorganic & Medicinal Chemistry Letters 15   4332-4335 2005.08

Research paper (scientific journal), Joint Work, Accepted

Preparation of aliphatic poly(thioester) by the lipase-catalyzed direct polycondensation of 11-mercaptoundecanoic acid

MATSUMURA SHUICHI, Makoto Kato, Kazunobu Toshima

Biomacromolecules 6 ( 4 ) 2275-2280 2005.07

Research paper (scientific journal), Joint Work

固体酸を用いるポリ乳酸のケミカルリサイクル

MATSUMURA SHUICHI

月刊ファインケミカル 34 ( 8 ) 20-28 2005.07

Research paper (scientific journal), Joint Work

次世代型グリーンポリウレタンー酵素触媒による生分解性ポリ（カーボネートーウレタン）およびポリ（エステルーウレタン）の合成とケミカルリサイクル

MATSUMURA SHUICHI

高分子加工 54 ( 3 ) 127-133 2005.03

Research paper (scientific journal), Joint Work

Environmentally benign b-stereoselective glycosidations of glycosyl phosphites using a reusable heterogeneous solid acid, montmorillonite K-10

MATSUMURA SHUICHI, Nagai Hideki, Sasaki Kaname, Toshima Kazunobu

Carbohydrate Research 340 ( 340 ) 337-353 2005.03

Research paper (scientific journal), Joint Work

Synthetic studies on apoptolidin: synthesis of the C12-C28 fragment via a highly stereoselective aldol reaction

K. Abe, K. Kato, T. Arai, M. A. Rahim, I. Sultana, S. Matsumura, TOSHIMA KAZUNOBU

Tetrahedron Letters 45 ( 48 ) 8849-8853 2004.11

Research paper (scientific journal), Joint Work, Accepted

Transformation of Biodegradable Polyesters into Cyclic Oligomers under Continuous Flow Using an Enzyme-Packed Column

Y. Osanai, TOSHIMA KAZUNOBU, S. Matsumura,

Macromolecular Bioscience 4 ( 10 ) 936-942 2004.10

Research paper (scientific journal), Joint Work, Accepted

副作用の少ない新規抗癌剤の開発ーDNAをターゲットとした新たな光線力学療法剤ー

TOSHIMA KAZUNOBU

ファインケミカル 33 ( 10 ) 28-38 2004.10

Research paper (scientific journal), Single Work

A novel glycosidation of glycosyl fluoride using a designed ionic liquid and its effect on the stereoselectivity

K. Sasaki, S. Matsumura, TOSHIMA KAZUNOBU

Tetrahedron Letters 45 ( 38 ) 7043-7047 2004.09

Research paper (scientific journal), Joint Work, Accepted

Enzymatic Synthesis and Chemical Recycling of Poly(carbonate-urethane)

Y. Soeda, TOSHIMA KAZUNOBU, S. Matsumura

Macromolecular Bioscience 4 ( 8 ) 721-728 2004.08

Research paper (scientific journal), Joint Work, Accepted

Molecular design, chemical synthesis and biological evaluation of anthracene-carbohydrate hybrids as novel DNA photocleaving and photoselective cytotoxic agents

TOSHIMA KAZUNOBU, M. Hasegawa, J. Shimizu, S. Matsumura

ARKIVOC  ( 13 ) 28-35 2004.08

Research paper (scientific journal), Joint Work, Accepted

Stereocontrolled glycosidations using a heterogeneous solid acid, sulfated zirconia, for the direct syntheses of a-nad b-manno- and 2-deoxyglucopyranosides

TOSHIMA KAZUNOBU, H. Nagai, K. Kasumi, K. Kawahara, S. Matsumura

Tetrahedron 60 ( 25 ) 5331-5339 2004.06

Research paper (scientific journal), Joint Work, Accepted

The significant effect of the carbohydrate structures on the DNA photocleavage of the quinoxaline-carbohydrate hybrids

TOSHIMA KAZUNOBU,T. Ozawa, T. Kimura, S. Matsumura

Bioorganic & Medicinal Chemistry Letters 14 ( 11 ) 2777-2779 2004.06

Research paper (scientific journal), Joint Work, Accepted

Lipase-Catalyzed Transformation of Poly(lactic acid) into Cyclic Oligomer

8 Y. Takahashi, S. Okajima, TOSHIMA KAZUNOBU, S. Matsumura

Macromolecular Bioscience 4 ( 3 ) 346-353 2004.03

Research paper (scientific journal), Joint Work, Accepted

Novel anthraquinone-carbhydrate hybrids: The significant improvement of the DNA photocleaving activity and the cytotoxic selectivity

TOSHIMA KAZUNOBU, Y. nakajima, Y. Maeda, S. Matsumura

Letters in Organic Letters 1 ( 1 ) 31-33 2004.01

Research paper (scientific journal), Joint Work, Accepted

Synthetic studies on V-ATPase inhibiting macrolide antibioticsA

TOSHIMA KAZUNOBU

Current Organic Chemistry 8 ( 2 ) 185-210 2004.01

Research paper (scientific journal), Single Work, Accepted

Enzymatic Synthesis of Surface Active and Biodegradable Glucosaminide Fatty Acid Esters

T. Sagoh, TOSHIMA KAZUNOBU, K. Kawada, S. Matsumura

Journal of Oleo Science 52 ( 11 ) 597-606 2003.11

Research paper (scientific journal), Joint Work, Accepted

Lipase-Catalyzed Transformation of Poly(butylene adipate) and Poly(butylene succinate) into Repolymerizable Cyclic Oligomers

1 S. Okajima, R. Kondo, TOSHIMA KAZUNOBU, S. Matsumura

Biomacromolecules 4 ( 6 ) 1514-1519 2003.11

Research paper (scientific journal), Joint Work, Accepted

Enzymatic Degradation of Poly(3-hydroxybutyrate) to Cyclic Oligomers under Continuous Flow

2 Y. Osanai, TOSHIMA KAZUNOBU, S. Matsumura

Green Chemistry 5 ( 5 ) 567-570 2003.11

Research paper (scientific journal), Joint Work, Accepted

Glycidol-carbohydrate hybrids: A new family of DNA alkylating agents

TOSHIMA KAZUNOBU, Y. Okuno, S. Matsumura

Bioorganic & Medicinal Chemistry Letters 13 ( 19 ) 3281-3283 2003.10

Research paper (scientific journal), Joint Work, Accepted

Enzymatic Synthesis and Polymerization of Cyclic Trimethylene Carbonate Monomer With/without Methyl Substituent

H. Tasaki, TOSHIMA KAZUNOBU, S. Matsumura

Macromolecular Bioscience 3 ( 8 ) 436-441 2003.08

Research paper (scientific journal), Joint Work, Accepted

Molecular design, chemical synthesis and biological evaluation of quinaxaline-carbohydrate hybrids as novel and selective photo-induced DNA cleaving and cytotoxic agents

TOSHIMA KAZUNOBU, T. Kimura, R. Takano, T. Ozawa, A. Ariga, Y. Shima, K. Umezawa, S. Matsumura

Tetrahedron 59 ( 35 ) 7057-7066 2003.08

Research paper (scientific journal), Joint Work, Accepted

Environmentally benign and stereoselective formation of b-mannosidic linkages utilizing 2,3-di-O-benzyl-4,6-O-benzylidene-protected mannopyranosyl phosphite and montmorillonite K-10

H. Nagai, S. Matsumura, TOSHIMA KAZUNOBU

Carbohydrate Research 338 ( 15 ) 1531-1534 2003.07

Research paper (scientific journal), Joint Work, Accepted

A novel greener glycosidation using an acid-Ionic liquid containing a protic acid

K. Sasaki, H. Nagai, S. Matsumura, TOSHIMA KAZUNOBU

Tetrahedron Letters 44 ( 30 ) 5605-5608 2003.07

Research paper (scientific journal), Joint Work, Accepted

Correlation between structure of the lactones and substrate specificity in enzyme-catalyzed polymerization for the synthesis of polyesters

6 Y. Suzuki, S. Taguchi, T. Hisano, Y. Doi, TOSHIMA KAZUNOBU, S. Matsumura,

Biomacromolecules 4 ( 3 ) 537-543 2003.05

Research paper (scientific journal), Joint Work, Accepted

Enzyme-Catalyzed Preparation of Aliphatic Polyesters Containing Thioester Linkages

5 S. Iwata, TOSHIMA KAZUNOBU, S. Matsumura

Macromolecular Rapid Communications 24 ( 7 ) 467-471 2003.05

Research paper (scientific journal), Joint Work, Accepted

Sustainable Enzymatic Preparation of Polyaspartate Using a Bacterial Protease

7 Y. Soeda, TOSHIMA KAZUNOBU, S. Matsumura

Biomacromolecules 4 ( 2 ) 196-203 2003.03

Research paper (scientific journal), Joint Work, Accepted

Enzymatic Ring-Opening Polymerization of Oxiranes and Dicarboxylic Anhydrides

Y. Soeda, T. Okamoto, TOSHIMA KAZUNOBU, S. Matsumura

Macromolecular Bioscience 2 ( 9 ) 429-436 2002.12

Research paper (scientific journal), Joint Work, Accepted

The Involvement of Catalytic Amino Acid Residues in Enzyme-Catalyzed Polymerization

Y.Suzuki, S.Taguchi, T.Saito, K.Toshima, S.Matsumura, Y.Doi

6^th^ ISBP Meeting  2002.12

Joint Work

　View Summary

酵素重合反応における活性部位のアミノ酸の同定について報告した。

Vacuolar-type H+-ATPase inhibitory activity of synthetic analogues of the concanamycins: Is the hydrogen bond network involving the lactone carbonyl, the hemiacetal hydroxy group, and the C-19 hydroxy group essential for the biological activity of the concanamycins?

Y. Yoshimoto, T. Jyojima, T. Arita, M. Ueda, M. Imoto, S. Matsumura, TOSHIMA KAZUNOBU

Bioorganic & Medicinal Chemistry Letters 12 ( 24 ) 3525-3528 2002.12

Research paper (scientific journal), Joint Work, Accepted

Environmentally benign and stereoselective construction of 2-deoxy and 2,6-dideoxy-b-glycosidic linkages employing 2-deoxy and 2,6-dideoxyglycosyl phosphites and montmorillonite K-10

H. Nagai, S. Matsumura, TOSHIMA KAZUNOBU

Chemistry Letters  ( 11 ) 1100-1101 2002.11

Research paper (scientific journal), Joint Work, Accepted

酵素触媒重合によるオキシランの開環重合

TOSHIMA KAZUNOBU

高分子加工 51 ( 10 ) 435-442 2002.10

Research paper (scientific journal), Joint Work, Accepted

Green Carbohydrate Chemistry: Practical Chemical Glycosylation Using Environmentally Benign Activators and Solvents

戸嶋 一敦

224^th^ American Chemical Society National Meeting  2002.08

Single Work

　View Summary

環境調和型の活性化剤および反応媒体を用いた化学的グリコシル化反応について報告した。(招待講演)

Lipase-catalyzed Selective Transformation of Polycaprolactone into Cyclic Dicaprolactone and Its Repolymerization in Supercritical Carbon Dioxide

R. Kondo, K. Toshima, S. Matsumura

Macromolecular Bioscience  ( 2 ) 267-271 2002.03

Joint Work

　View Summary

ポリカプロラクトンのリパーゼを触媒とする選択的な環状ジカプロラクトンへの変換反応とその超臨界二酸化炭素中での再重合について報告した。（5項）

Lipase-Catalyzed Transformation of Unnatural Type P(3HB) into Reactive Cyclic Oligomer as Chemical Recycling

Y. Osanai, K. Toshima, N. Yoshie, Y. Inoue, S. Matsumura

Macromolecular Bioscience  ( 2 ) 88-94 2002.03

Joint Work

　View Summary

非天然型のポリ（3HP）のリパーゼを触媒とする再重合可能な環状オリゴマーへの変換反応とケミカルリサイクルについて報告した。（7項）

b-Carboline-Carbohydrate Hybrids: Molecular Design, Chemical Synthesis and Evaluation of Novel DNA Photocleavers

K. Toshima, Y. Okuno, Y. Nakajima, S. Matsumura

Bioorganic & Medicinal Chemistry Letters  ( 12 ) 671-673 2002.02

Joint Work

　View Summary

b-カルボリン-糖複合型人工DNA相互作用分子の分子設計、化学合成および光駆動型のG-選択的なDNA切断について報告した。（3項）

A Highly Stereoselective Synthesis of b-Olivosides by Glycosidations of 2-Iodo-olivosyl Fluoride Using Montmorillonite K-10 as an Environmentally Benign Solid Acid

K. Toshima, K. Uehara, H. Nagai, S. Matsumura

Green Chemistry  ( 4 ) 27-29 2002.02

Joint Work

　View Summary

2-ヨード-オリボシルフロリドとアルコール類との環境調和型固体酸モンモリロナイトK-10を用いた立体選択的グリコシル化反応によるb-オリボシドの合成について報告した。（3項）

Molecular Design and Evaluation of Quinoxaline-Carbohydrate Hybrids as Novel and Efficient Photo-Induced GG-Selective DNA Cleaving Agents

K. Toshima, R. Takano, T. Ozawa, S. Matsumura

Chemical Communications    212-213 2002.02

Joint Work

　View Summary

キノキサリン-糖複合型人工DNA相互作用分子の分子設計、化学合成および光駆動型のGG-塩基配列選択的なDNA切断について報告した。（7項）

Environmentally Benign and Stereoselective Formation of b-O-Glycosidic Linkages Using Benzyl-protected Glucopyranosyl Phosphite and Montmorillonite K-10

H. Nagai, S. Matsumura, K. Toshima

Tetrahedron Letters  ( 43 ) 847-850 2002.01

Joint Work

　View Summary

グルコピラノシル亜リン酸エステルとアルコール類との固体酸モンモリロナイトK-10を用いた環境調和型b-立体選択的グリコシル化反応について報告した。（4項）

Artificial Intercalator-Carbohydrate Hybrids: Chemistry and Biology of Novel DNA Photocleaving Molecules

戸嶋 一敦

Singapore International Chemical Conference-2  2001.12

Single Work

　View Summary

糖-インターカレーター複合型人工DNA相互作用分子の分子設計、化学合成、DNA光切断および坑細胞活性について報告した。(招待講演)

Synthetic Studies on Apoptolidin: Synthesis of the C1-C21 Macrolide Fragment

K. Toshima, T. Arita, K. Kato, D. Tanaka, S. Matsumura

Tetrahedron Letters  ( 42 ) 8873-8876 2001.12

Joint Work

　View Summary

アポトーシスを誘導するマクロリド抗生物質アポトリジンのC1-C21位部分に相当するマクロラクトン部分の合成について報告した。（4項）

Organic Solvent-free enzymatic Transformation of Poly(e-caprolactone) into Repolymerizable Oligomers in Supercritical Carbon Dioxide

S. Matsumura, H. Ebata, R. Kondo, K. Toshima

Macromolecular Rapid Communications, 22    1325-1329 2001.11

Joint Work

　View Summary

ポリ（e-カプロラクトン）の超臨界二酸化炭素中での再重合可能なオリゴマーへの変換反応 について報告した。（5項）

Lipase-Catalyzed Ring-Opening Polymerization of b-Butyrolactone: End-group Analysis of Poly(3-hydroxybutanoate) Using Supercritical Fluid Chromatography

Y. Osanai, K. Toshima, S. Matsumura

Macromolecular Bioscience, 1    171-177 2001.08

Joint Work

　View Summary

リパーゼを触媒とするb-ブチロクトンの開環重合における末端残基の超臨界流体クトマトグラフィーによる解析について報告した。（7項）

A Strategy for Increasing Molecular Weight of Polyester by Lipase-Catalyzed Polymerization

H. Ebata, K. Toshima, S. Matsumura

Chemistry Letters    798-799 2001.08

Joint Work

　View Summary

リパーゼを触媒とする酵素重合によるポリエステルの合成において、分子量を増加させるための方法について報告した。（2項）

Novel Stereocontrolled a- and b-Glycosidations of Mannopyranosyl Sulfoxides Using Environmentally Benign Heterogeneous Solid Acids

H. Nagai, K. Kawahara, S. Matsumura, K. Toshima

Tetrahedron Letters  ( 42 ) 4159-4162 2001.06

Joint Work

　View Summary

環境調和型不均一系固体酸を活性化剤に用いたマンノピラノシルスルホキシド糖の立体選択的グリコシル化反応について報告した。（4項）

G（ゲノム）革命を開花させる有機合成化学を基盤とした新たな挑戦

戸嶋 一敦

有機合成化学協会誌 (有機合成化学協会)   ( 59 ) 84-85 2001.05

Single Work

　View Summary

ポストゲノム時代における有機合成化学の役割とその重要性について解説した。（2項）

Green Chemistry in Carbohydrate Transformation Reactions: Novel and Environmentally Benign Chemical Glycosidations Using a Heterogeneous

K. Toshima, H. Nagai, N. Miyamoto, Y. Ushiki, K. Kasumi

Green Chemistry: Sustainable Products and Processes  2001.04

Joint Work

　View Summary

不均一系の固体酸を活性化剤に用いた環境調和型グリコシル化反応について報告した。

Involvement of Catalytic Amino Residues in Enzyme-catalyzed Porimerization for the Synthesis of Polyesters

Y. Suzuki, S. Taguchi, T. Saito, K. Toshima, S. Matsumura, Y. Doi

Biomacromolecule, 2    541-544 2001.04

Joint Work

　View Summary

ポリエステルの酵素合成における活性部位のアミノ酸について報告した。（4項）

The First Total Synthesis of Concanamycin F (Concanolide A)

K. Toshima, T. Jyojima, N. Miyamoto, M. Katohno, M. Nakata, S. Matsumura

The Journal of Organic Chemistry, 66    1708-1715 2001.03

Joint Work

　View Summary

18員環マクロリド抗生物質コンカナマイシンFの最初の全合成について報告した。（8項）

Lipase-Catalyzed Transformation of Poly(trimethylene carbonate) into Cyclic Monomer, Trimethylene Carbonate: A New Strategy for Sustainable Polymer Recycling Using an Enzyme

S. Matsumura, S. Harai, K. Toshima

Macromolecular Rapid Communications    215-218 2001.02

Joint Work

　View Summary

ポリ（トリメチレンカーボネート）のリパーゼを触媒とする環状モノマーのトリメチレンカーボネートへの変換反応について報告し、酵素によるポリマーリサイクルの一例を示した。（4項）

Novel Enzyme-Catalyzed Ring-Opening Polymerization of Glycidol

Y. Soeda, K. Toshima, S. Matsumura

Chemistry Letters    76-77 2001.01

Joint Work

　View Summary

グリシドールの酵素を触媒とする開環重合について報告した。（2項）

Novel stereocontrolled glycosidations using a heterogeneous and environmentally benign solid acid, sulfated zirconia (SO^4^/ZrO^2^)

K. Toshima, K. Kasumi, S. Matsumura

International Chemical Congress of Pacific Basin Societies  2000.12

Joint Work

　View Summary

環境調和型不均一系固体酸である硫酸化ジルコニアを活性化剤に用いたいくつかの立体選択的グリコシル化反応について報告した。

Lipase-catalyzed Transformation of Poly(e-caprolactone) into Cyclic Dicaprolactone

H. Ebata, K. Toshima, S. Matsumura

Biomacromolecules, 1    511-514 2000.12

Joint Work

　View Summary

ポリ（e-カプロラクトン）のリパーゼを触媒とする環状ジカプロラクトンへの変換反応について報告した。（4項）

A Novel Promoter, Heteropoly Acid, Mediated Chemo- and Stereoselective Sulfoxide Glycosidation Reactions

H. Nagai, S. Matsumura, K. Toshima

Tetrahedron Letters, 52    10233-10237 2000.12

Joint Work

　View Summary

ヘテロポリ酸を活性化剤に用いたスルホキシド糖の化学および立体選択的グリコシル化反応について報告した。（5項）

Novel enzyme-catalyzed ring-opening polymerization of glycidol

Y. Soeda, K. Toshiam, S. Matsumura

6^th^ ISBP Meeting  2000.12

Joint Work

　View Summary

グリシドールの酵素を触媒とする開環重合について報告した。

Novel sustainable chemical recycling of poly(3-hydroxybutanoate) using an enzyme

Y.Osanai, K.Nishikawa, K.Toshima, S.Matsumura

6^th^ ISBP Meeting  2000.12

Joint Work

　View Summary

ポリ（3-ヒドロキシブタノエート）の酵素を触媒とするケミカルリサイクルについて報告した。

The Involvement of Catalytic Amino Acid Residues in Enzyme-Catalyzed Polymerization

Y. Suzuki, S. Taguchi, T. Saito, K. Toshima, S. Matsumura, Y. Doi

6^th^ ISBP Meeting  2000.12

Joint Work

　View Summary

酵素重合反応における活性部位のアミノ酸の同定について報告した。

New aspects in chemical glycosidation and its application to natural product synthesis

戸嶋 一敦

Pohang University Symposium on Organic Synthesis  2000.11

Single Work

　View Summary

グリコシル化反応の新しい知見とその天然物合成への応用について報告した。(招待講演)

Chemical Synthesis and DNA Photocleavage of the Intercalator-Carbohydrate Hybrid Moiety of the Necarzinostatin Chromophore

K. Toshima, S. Takai, Y. Maeda, R. Takano, S. Matsumura

Angewandte Chemie Internatinal Edition, 39    3656-3658 2000.11

Joint Work

　View Summary

抗生物質ネオカルジノスタチンの糖と芳香環のハイブリッド部分の合成とDNA光切断について報告した。（3項）

Enzymatic synthesis and surfactant properties of novel polyether-carbonate type nonionic surfactant

T. Tsuda, K. Toshima, S. Matsumura

JAWC 2000  2000.10

Joint Work

　View Summary

新規ポリエーテル-カーボネート型非イオン性界面活性化剤の酵素合成とその物性について報告した。

Carbohydrate-Mediated DNA Photocleavage: Design, Synthesis, and Evaluation of Novel Glycosyl Anthraquinones

K. Toshima, Y. Maeda, H. Ouchi, A. Asai, S. Matsumura

Bioorganic & Medicinal Chemistry Letters, 10    2163-2165 2000.10

Joint Work

　View Summary

新規グリコシルアントラキノンのデザイン、合成と糖によって誘導されるDNA光切断について報告した。（3項）

Lipase-Catalyzed Polymerization of Diethyl Carbonate and Diol to Aliphatic Poly(alkylene carbonate)

S. Matsumura, S. Harai, K. Toshima

Macromolecular Chemistry and Physics, 20    1632-1639 2000.09

Joint Work

　View Summary

ジエチルカーボネートとジオールのリパーゼを触媒とする酵素重合によるポリ（アルケンカーボネート）の合成について報告した。（8項）

A New Strategy for Sustainable Polymer Recycling Using Enzyme: Poly(caprolactone)

S. Matsumura, H. Ebata, K. Toshima

Macromolecular Rapid Communications, 21    860-863 2000.08

Joint Work

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ポリ（e-カプロタクトン）の酵素を用いたポリマーリサイクルについて報告した。（4項）

Glycosyl Fluorides in Glycosidations

K. Toshima

Carbohydrate Research, 327    15-26 2000.07

Single Work

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糖供与体にフッ化糖を用いたグリコシル化反応について解説した。（10項）

One-step Synthesis of n-Octyl b-D-Xylotrioside, Xylobioside and Xyloside from Xylan and n-Octanol Using Acetone Powder of Aureobasidium Pullulans in Supercritical Fluids

T. Nakamura, K. Toshima, S. Matsumura

Biotechnology Letters, 22    1183-1189 2000.07

Joint Work

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キシランとn-オクタノールからの超臨界流体中での固定化酵素を触媒に用いたn-オクチルb-D-キシロトリオシド、キシロビオシドおよびキシロシドの一段階合成について報告した。（7項）

Lipase-Catalyzed Reaction of Molecularly Pure Linear and Cyclic Poly(3-hydroxybutanoate)s: Evidence of Cyclic Polymer Formation

Y. Osanai, K. Toshima, S. Matsumura

Chemistry Letters    576-577 2000.05

Joint Work

　View Summary

線状および環状のポリ（3-ヒドロキシブタノエート）のリパーゼを触媒とする重合反応における環状ポリマーの生成について報告した。（2項）

Enzyme-Catalyzed Ring-Opening Polymerization of b-Butyrolactone Using PHB Depolymerase

Y. Suzuki, T. Ohura, K. Kasuya, K. Toshima, Y. Doi, S. Matsumura

Chemistry Letters    318-319 2000.04

Joint Work

　View Summary

b-ブチロラクトンのPHB分解酵素を用いた開環重合について報告した。（2項）

2-Phenylquinoline-Carbohydrate Hybrids: Molecular Design, Chemical Synthesis, and Evaluation of a New Family of Light-Activatable DNA-Cleaving Agents

K. Toshima, R. Takano, Y. Maeda, M. Suzuki, A. Asai, S. Matsumura

Angewandte Chemie International Edition, 38(24)    3733-3735 1999.12

Joint Work

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2-フェニルキノリン-糖複合型人工分子の分子設計、化学合成および光駆動型DNA切断について報告した。（3項）

Novel Poly(vinyl alcohol)-Degrading Enzyme and the Degradation Mechanism

Matsumura, N. Tomizawa, A. Toki, K. Nishikawa, K. Toshima

Macromolecules, 32    7753-7761 1999.11

Joint Work

　View Summary

新規のポリ（ビニルアルコール）分解酵素とその分解メカニズムについて報告した。（8項）

Enzymatic Preparation and Biodegradation of Polyaspartate

S. Matsumura, N. Otozawa, K. Toshima

7^th^ SPSJ International Polymer Conference (IPC 99)  1999.10

Joint Work

　View Summary

ポリアスパラギン酸塩の酵素重合と生分解性について報告した。

Total Synthesis of C-Glycosylangucycline, Urdamycinone B, Using an Unprotected Sugar

G. Matsuo, Y. Miki, M. Nakata, S. Matsumura, K. Toshima

The Journal of Organic Chemistry, 64(19)    7101-7106 1999.10

Joint Work

　View Summary

無保護糖を用いたC-グリコシルアンギュサイクリン系抗生物質ウルダマイシノンBの全合成について報告した。（7項）

Novel Lipase-Catalyzed Ring-Opening Copolymerization of Lactide and Trimethylene Carbonate Forming Poly(ester carbonate)s

S. Matsumura, K. Tsukada, K. Toshima

International Journal of Biological Macromolecules, 25    161-167 1999.10

Joint Work

　View Summary

ラクチドとトリメチレンカーボネートとのリパーゼを用いた開環重合によるポリ（エステルカーボネート）の合成について報告した。（8項）

Novel Dehydrative Glycosidations of 1-Hydroxy Sugars Using a Heteropoly Acid

K. Toshima, H. Nagai, S. Matsumura

Synlett, (9)    1420-1422 1999.09

Joint Work

　View Summary

1-ヒドロキシ糖のヘテロポリ酸を活性化剤に用いた脱水縮合的グリコシル化反応について報告した。（3項）

Enzymatic-catalyzed Ring-opening Polymerization of b-butyrolactone

Y. Osanai, K. Toshima, S. Matsumura

IUPAC International Symposium on Ionic Polymerization  1999.07

Joint Work

　View Summary

b-ブチロラクトンの酵素を触媒とする開環重合について報告した。

Novel Stereocontrolled Glycosidations of Olivoses Using Montmorillonite K-10 as an Environmentally Benign Catalyst

T. Jyojima, N. Miyamoto, Y. Ogawa, S. Matsumura, K. Toshima

Tetrahedron Letters, 40(27)    5023-5026 1999.07

Joint Work

　View Summary

オリボースの環境調和型活性化剤モンモリロナイトK-10を活性化剤に用いた立体選択的グリコシル化反応について報告した。（4項）

Biocatalytic One-Step Synthesis of n-Octyl b-D-Xylotrioside and Xylobioside from Xylan and n-Octanol in Supercritical Carbon Dioxide

S. Matsumura, T. Nakamura, E. Yao, K. Toshima

Chemistry Letters, (7)    581-582 1999.07

Joint Work

　View Summary

キシランとn-オクタノールとの超臨界二酸化炭素中での酵素的一段階合成によるn-オクチルb-D-キシロトリオシドおよびビオシドの合成について報告した。（2項）

Enzymatic Synthesis of Poly(tetramethylene carbonate) from Diethyl Carbonate and 1,4-Butanediol

S. Matsumura, S. Harai, K. Toshima

Proceedings of the Japan Academy, 75, Ser. B    117-121 1999.07

Joint Work

　View Summary

ジエチルカーボネートと1,4-ブタンヂオールからのポリ（テトラメチレンカーボネート）の酵素合成について報告した。（5項）

Enzymatic Synthesis, Surface Activity, Antimicrobial Properties and Biodegradability of Di, and Triglycerol Fatty Acid Esters

S. Matsumura, M. Maki, K. Toshima, K. Kawada

Journal of Japan Oil Chemists’ Society, 48(7)    681-692 1999.07

Joint Work

　View Summary

ジおよびトリグリセロールの脂肪酸エステルの酵素合成、抗菌活性および生分解性について報告した。（12項）

Enzymatic Synthesis of Aliphatic Polycarbonate from Diethyl Carbonate and Diol

S. Matsumura, S. Harai, K. Toshima

IUPAC International Symposium on Ionic Polymerization  1999.07

Joint Work

　View Summary

ジエチルカーボネートとジオールの酵素重合による脂肪族ポリカルボン酸塩の合成について報告した。

Novel Stereocontrolled Glycosidations of 2-Deoxyglucopyranosyl Fluoride Using a Heterogeneous Solid Acid, Sulated Zirconia (SO_4_/ZrO_2_)

K. Toshima, K. Kasumi, S. Matsumura

Synlett, (6)    813-815 1999.06

Joint Work

　View Summary

2-デオキシグルコピラノシルフロリドの不均一系固体酸硫酸化ジルコニアを活性化剤に用いた立体選択的グリコシル化反応について報告した。（3項）

One-Step Preparation of Alkyl b-D-Glucopyranoside by the Transglycosylation of Chitosan and Alcohol Using Purified Exo-b-D-glucosaminidase

S. Matsumura, E. Yao, K. Toshima

Biotechnology Letters, 21(5)    451-456 1999.05

Joint Work

　View Summary

アルコール類とキトサンとのエクソ-b-D-グルコサミニダーゼを触媒とする酵素グリコシル化反応によるアルキルエクソ-b-D-グルコサミニドの一段階合成について報告した。（6項）

Novel Direct Preparation of n-Butyl 2-Amino-2-deoxy-b-D-glucopyranoside from Chitosan and n-Butanol Using Biocatalyst

S. Matsumura, E. Yao, K. Sakiyama, K. Toshima

Chemistry Letters, (5)    373-374 1999.05

Joint Work

　View Summary

キトサンとn-ブタノールの生体触媒を用いたn-ブチル2-アミノ-b-D-グルコピラノシドの合成について報告した。（2項）

Enzymatic Preparation of Malate-Based Polycarboxylates Having Higher Molecular Weights by Copolymerizaion with Lactone

S. Matsumura, H. Beppu, K. Toshima

Chemistry Letters, 1999 (3)    249-250 1999.03

Joint Work

　View Summary

ラクトン類とマレイン酸の共重合による高分子量ポリカルボキシレートの酵素合成について報告した。（2項）

Novel Lipase-Catalyzed Ring-Opening Copolymerization of Oxiranes and Dicarboxylic Anhydride forming Polyesters Bearing Carboxyl Groups and Their Physicochemical Properties and Biodegradability

S. Matsumura, T. Okamoto, K. Tsukada, N. Mizutani, K. Toshima

Macromolecular Symposia, 144    219-235 1999.02

Joint Work

　View Summary

酸無水物とオキシランのリパーゼを触媒とする共重合反応とこれによって生成するカルボキシル基を持つポリエステルの諸物性と生分解性について報告した。（17項）

Preparation of Octyl b-D-Xylobioside and Xyloside by Xylanase-Catalyzed Direct Tranglycosylation Reaction of Xylan and Octanol

S. Matsumura, K. Sakiyama, K. Toshima

Biotechnology Letters, 21(1)    17-22 1999.01

Joint Work

　View Summary

1-オクタノールとキシランからのキシラナーゼを触媒とするキシロビオシドおよびキシォシドの合成について報告した。（6項）

Enzyme-Catalyzed Polymerization of L-Aspartate

S. Matsumura, Y. Tsushima, N. Otozawa, S. Murakami, K. Toshima, G. Swift

Macromolecular Rapid Communications, 20(1)    7-11 1999.01

Joint Work

　View Summary

L-アスパラギン酸の酵素を触媒とする重合反応について報告した。（5項）

One-pot Synthesis of 1-Octyl b-D-Glucoside from Cellulose and 1-Octanol by the Combination of Cellulase and b-Glucosidase

S. Matsumura, H. Tsuruta, K. Toshima

Journal of Japan Oil Chemists Society, 48(1)    15-19 1999.01

Joint Work

　View Summary

1-オクタノールとセルロースからのセルラーゼとb-グルコシダーゼを触媒に用いた1-オクチルb-グルコシドの一段階合成について報告した。（5項）

無保護糖のC-グリコシル化反応の開発と生理活性物質合成への応用

戸嶋 一敦、松尾 剛、中田 雅也、松村 秀一

有機合成化学協会誌、56    841-850 1998.10

Joint Work

　View Summary

無保護糖を用いたアリールおよびアリルC-グリコシル化反応の開発とアリールC-グリコシル化反応による生理活性物質の合成について報告した。（10頁）

Lipase-Catalyzed Ring-Opening Polymerization of b-Butyllactone to the Cyclic and Linear Poly-(3-hydroxybutyrate)

松村 秀一、鈴木 陽一、戸嶋 一敦、土肥 義治、粕谷 健一

Macromolecules 31    6444-6449 1998.10

Joint Work

　View Summary

リパーゼを用いるb-ブチロラクトンの開環重合によりポリ（３－ヒドロキシブタン酸）が生成することを見出し、その際、R体のラクトンの重合が優れていることについて考察した。（6頁）

Novel Glycosidations of Glycals Using BCl3 or BBr3 as a Promoter for Catalytic and Stereoselective Syntheses of 2-Deoxy-a-glycosides

戸嶋 一敦、永井 秀幸、宇敷 康信、松村 秀一

Synlett. (9)    1007-1009 1998.09

Joint Work

　View Summary

ボロントリクロリドおよびボロントリブロミドを新しい活性化剤に用いたグリカールの高立体選択的グリコシル化反応により、2-デオキシ-a-グリコシドが高収率で得られることを見出した。（3頁）

Synthetic Studies on Concanamycin A: Total Synthesis of Concanolide A (Concanamycin F)

城島 孝明、宮本 直樹、上遠野 正孝、中田 雅也、松村 秀一、戸嶋 一敦

Tetrahedron Lett. 39    6007-6010 1998.08

Joint Work

　View Summary

１８員環マクロリド抗生物質コンカナマイシンAのアグリコンのコンカナノリドA（コンカナマイシンＦ）の最初の全合成を達成した。（4頁）

Synthetic Studies on Concanamycin A: Synthesis of the C5-C13 and C20-C28 Segments

城島 孝明、上遠野 正孝、宮本 直樹、中田 雅也、松村 秀一、戸嶋 一敦

Tetrahedron Lett. 39    6003-6006 1998.08

Joint Work

　View Summary

１８員環マクロリド抗生物質コンカナマイシンAのC5-C13 および C20-C28セグメントを合成した。（4頁）

Novel Lipase-Catalyzed Ring-opening Copolymerization of Oxiranes and Succinic Anhydride Forming Polyesters Bearing Functional Group

松村 秀一、岡本 武、塚田 啓介、戸嶋 一敦

Makromol. Rapid Commun. 19    295-298 1998.06

Joint Work

　View Summary

リパーゼを用いオキシランとジカルボン酸無水物との重合によりカルボキシル基やフェニル基を有するポリエステルの合成を行った。（4頁）

Novel Stereocontrolled Glycosidations Using a Solid Acid, SO4/ZrO2, for Direct Syntheses of a- and b-Mannopyranosides

戸嶋 一敦、霞 健一、松村 秀一

Synlett. (6), pp. 643-645    643-645 1998.06

Joint Work

　View Summary

固体酸硫酸化ジルコニアを触媒とする高立体選択的グリコシル化反応による a- および b-マンノピラノシドの合成法を開発した。（3頁）

Aryl and Allyl C-glycosidation Methods Using Unprotected Sugars

戸嶋 一敦、松尾 剛、石塚 徹、宇敷 康信、中田 雅也、松村 秀一

J. Org. Chem. 63    2307-2313 1998.04

Joint Work

　View Summary

無保護糖を用いたアリールおよびアリルC-グリコシル化反応の開発（7頁）

Novel Ring-Opening Polymerization of Lactide by Lipase

松村 秀一、馬淵 公洋、戸嶋 一敦

Macromol. Symp. 130    285-304 1998.04

Joint Work

　View Summary

リパーゼによるラクチドの開環重合について重合条件の検討を行った。（20頁）

Surface Activity, Antimicrobial Properties and Biodegradability of n-Alkyl Xylosides, Xylobiosides, and Xylotriosides

松村 秀一、安藤 誠一郎、戸嶋 一敦、河田 和雄

J. Jpn. Oil Chem. Soc. 47    247-255 1998.03

Joint Work

　View Summary

アルキルキシロシド、キシロビオシドおよびキシロトリオシドの界面活性、抗菌性、および生分解性について系統的検討を行った。（9頁）

Preparation and Properties of Chitosan-Derived Biodegradable Polymeric Surfactant

Isananto Winursito、戸嶋 一敦、松村 秀一

J. Jpn. Oil Chem. Soc. 47    239-246 1998.03

Joint Work

　View Summary

ジカルボキシル化キトサンのアシル化体について、高分子界面活性化剤としての機能評価を行った。（8頁）

One-Pot Synthesis of Alkyl b-D-Xylobioside from Xylan and Alcohol by Acetone Powder of Aureobasidium Pullulans

松村 秀一、崎山 一哉、戸嶋 一敦

Biotech. Lett. 19    1249-1253 1997.12

Joint Work

　View Summary

糖転移能を有するキシラナーゼ生産菌Aureobasidium Pullulansのアセトンパウダーを酵素源にキシランとアルコールからアルキルキシロビオシドの一段階合成法を開発した。（5頁）

Artificial Anthraquinone-Carbohydrate Hybrids: Design, Synthesis, DNA Binding, and Cytotoxicity

戸嶋 一敦、大内 拡美、岡崎 自子、狩野 孝明、森口 誠、浅井 章良、松村 秀一

Angew. Chem. Int. Ed. Engl. 36    2748-2750 1997.12

Joint Work

　View Summary

人工アントラキノン-糖ハイブリッド分子を分子設計および化学合成し、これがDNAの特定塩基配列に結合し、細胞毒性を有することを見出した。（3頁）

Total Synthesis of C-Glycosyl Angucycline，UrdamycinoneB，Using an Unprotected sugar

K. Toshima,, G. Matsuo, M. Nakata, S. Matsumura

第7回有機化学京都国際会議  1997.11

Joint Work

　View Summary

無保護の糖を用いたC-グリコシルアンギュサイクリン系抗生物質ウルダマイシノンBの全合成について報告した。

Environmentally Benign Aryl C-Glycosidations of Unprotected Sugars Using Montmorillonite K-10 as a Solid Acid

戸嶋 一敦、宇敷 康信、松尾 剛、松村 秀一

Tetrahedron Lett. 38    7375-7378 1997.10

Joint Work

　View Summary

環境適応型固体酸モンモリロナイトK-10を触媒とする無保護糖のアリールＣ-グリコシル化反応を開発した。（4頁）

R-Enantioselective Galactosylation of Secondary Alcohos Using b-Galactosidase

松村 秀一、山崎 博樹、戸嶋 一敦

Biotech. Lett. 19    583-586 1997.06

Joint Work

　View Summary

b-ガラクトシダーゼによる２級アルコールのR-エナンチオ選択的ガラクトシル化反応を開発した。（4頁）

Novel C-3 Epimerization of Digitoxosides to Olivosides Under Hydrogenolysis Conditions

戸嶋 一敦、稲垣 京子、中田 雅也、松村 秀一

Synlett. ( 6)6    695-696 1997.06

Joint Work

　View Summary

糖のジギトキソシドが、加水素分解条件下において、C-3位のエピマー化を伴って、オリボシドに変換されることを見出した。（2頁）

Enzyme-Catalyzed Ring-Opening Polymerization of 1,3-Dioxan-2-one to Poly(trimethylene carbonate)

戸嶋 一敦、松村 秀一、塚田 啓介、

Macromolecules 30    3122-3124 1997.05

Joint Work

　View Summary

1,3-ジオキサン-2-オンの酵素触媒開環重合によるポリ（トリメチレンカーボネート）の合成（3頁）

Total Synthesis of Bafilomycin A1

戸嶋 一敦、城島孝明、山口弘之、野口泰信、吉田武人、村瀬秀明、中田雅也、松村秀一

J. Org. Chem. 62    3271-3284 1997.05

Joint Work

　View Summary

液胞型Ｈ＋－ATPaseを特異的に阻害する抗生物質バフィロマイシンA1の 最初の全合成を達成した。（14頁）

Molecular Design of Biodegradable Functional Polymers, 5. Enzymatic Degradation of Polycarboxylates Containing Vinyl Alcohol Blocks as Biodegardable Segment

松村 秀一、島上 陽子、金丸 美奈子、戸嶋 一敦

Macromol. Chem. Phys. 198    2291-2305 1997.05

Joint Work

　View Summary

ビニルアルコールブロックを生分解性部分に有するポリカルボン酸塩の酵素分解について報告した。（15頁）

Lipase-Catalyzed Ring-Opening Polymerization of Lactide

松村 秀一、馬淵 公洋、戸嶋 一敦

Makromol. Rapid Commun. 18    477-482 1997.04

Joint Work

　View Summary

リパーゼによるラクチドの開環重合の報告。（6頁）

Preparation of Novel Biodegradable Polyamphlyte: Partially Dicarboxylated Chitosan

松村 秀一、横地 秀也、I. Winursito、戸嶋 一敦

Chem. Lett. (3)    215-216 1997.03

Joint Work

　View Summary

新規な生分解性両性物質として部分ジカルボキシル化キトサンの合成を行った。（2頁）

配糖体の高効率合成における触媒のリサイクル（総説）

戸嶋 一敦

機能材料、17    22-28 1997.01

Single Work

　View Summary

配糖体のリサイクル可能な触媒を用いた高効率合成法について記述した。（7頁）

Enzymatic Synthesis of Alkyl Xylobioside and Xyloside From Xylan and Alcohol

松村 秀一、金田 泰佳、崎山 一哉、戸嶋 一敦

Biotech. Lett. 18    1335-1340 1996.11

Joint Work

　View Summary

キシランとアルコールからのアルキルキシロビオシドとキシロシドの酵素合成法を開発した。（6頁）

Two-step Synthesis of C-Glycosyl Juglones from Unprotected Sugars: A Novel Approach to Angucycline Antibitotics

松尾 剛、松村 秀一、戸嶋 一敦

Chem. Commun. (18)    2173-2174 1996.09

Joint Work

　View Summary

アングサイクリン系抗生物質の合成中間体として重要なC-グリコシルジュグロンを無保護糖から２段階で合成する方法を開発した。（２頁）

Enzyme-Catalyzed Ring-Opening Polymerization of b-Propiolactone

松村 秀一、別部 秀樹、塚田 啓介、戸嶋 一敦

Biotech. Lett. 18    1041-1046 1996.09

Joint Work

　View Summary

b-プロピオラクトンの開環重合について酵素起源や重合条件について検討した。（6頁）

Preparation of Poly(b-malic acid) by Enzymatic Ring-Opening Polymerization of Benzyl b-Malolactonate

松村 秀一、別部 秀樹、中村 一祐、戸嶋 一敦

Chem. Lett. (9)    795-796 1996.08

Joint Work

　View Summary

リパーゼ触媒によるb-ベンジルマロラクトネートの開環重合によるポリ（b-リンゴ酸）の合成（2頁）

DNAを切断する新しい物質

戸嶋 一敦

化学、51    463 1996.07

Single Work

　View Summary

DNAを切断する新しい物質として、抗生物質レイナマイシンについて紹介した。（1頁）

エンジイン系人工DNA切断分子の設計と合成

戸嶋 一敦、中田 雅也、松村 秀一

有機合成化学協会誌、54, pp. 303-315  1996.06

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エンジイン系人工DNA切断分子の分子設計、化学合成と機能評価の検討を行った。（13頁）

Enzymatic Synthesis of Polycarboxylates Containing Ester Linkage in the Backbone

松村 秀一、別部 秀樹、戸嶋 一敦

Porimeric Materials Science and Engineering 74  1996.03

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リパーゼ触媒によるb-ベンジルマロラクトネートの開環重合により得られる主鎖中にエステル結合を有するポリカルボン酸塩について、生分解性素材としての検討を行った。（1頁）

Enzymatic Synthesis of Polycarboxylates Containing Ester Linkages in the Backbone

Matsumura，S.， Beppu，H.， Toshima，K.

211th American Chemical Society National Meeting  1996.03

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エステル結合を骨格に有するポリカルボン酸ポリマーの酵素重合による合成について報告した。

Total Synthesis of Bafilomycin A1. 2. The Assemblage and Completion of the Synthesis

戸嶋 一敦、山口 弘之、城島 孝明、野口 泰信、中田 雅也、松村 秀一

Tetrahedron Lett. 37    1073-1076 1996.02

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液胞型Ｈ＋－ATPaseを特異的に阻害する抗生物質バフィロマイシンA1の 最初の全合成を達成した。（4頁）

Total Synthesis of Urdamycinone B via C-Glycosidation of Unprotected Sugar and Diels-Alder Reaction of C-Glycosyl Juglone

松尾 剛、三樹 祐子、中田 雅也、松村 秀一、戸嶋 一敦

Chem. Commun. (4)    225-226 1996.02

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無保護糖のC-グリコシル化反応とディールズ-アルダー反応を鍵反応とし、抗腫瘍性抗生物質ウルダマイシノンBの全合成を達成した。（2頁）

Total Synthesis of Bafilomycin A1. 1. Syntheses of the C5〜C11, C12〜C17 and C18〜C25 Segments

戸嶋 一敦、城島 孝明、山口 弘之、村瀬 秀明、吉田 武人、松村 秀一、中田 雅也

Tetrahedron Lett. 37    1069-1072 1996.02

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液胞型Ｈ＋－ATPaseを特異的に阻害する抗生物質バフィロマイシンA1の C5〜C11, C12〜C17CおよびC18〜C25 位に相当するセグメントを合成した。（4頁）

Novel Designed Enediynes: Molecular Design, Chemical Synthesis, Mode of Cycloaromatization, and Guanine-Specific DNA Cleavage

戸嶋 一敦、太田 和実、狩野 孝明、中村 岳嗣、中田 雅也、木下 光博、松村 秀一

Bioorg. Med. Chem. 4    105-113 1996.01

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DNAのグアニン塩基を選択的に切断する人工エンジイン化合物の分子設計、化学合成と機能評価を行った。（9頁）

Practical Glycosidation Methods of Glycals Using Montmorillonite K-10 as an Environmentally Acceptable and Inexpensive Catalyst

Toshima，K., Matsuo，G.， Ishizuka，T.， Nakata，M.， Matsumura，S.

1995 International Chemical Congress of Pacific Basin Societies  1995.12

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グリカールをアルコール類との環境調和型固体酸モンモリロナイトK-10を活性化剤に用いた実践的グリコシル化反応について報告した。

Molecular Design of Biodegradable Functional Polymer, 4: Poly(vinyl alcohol) Block as Biodegradable Segment

松村秀一、志村 幸祐、戸嶋 一敦、辻 正男

Macromol. Chem. Phys. 196    3437-3445 1995.11

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生分解性を有する機能性ポリマーの分子設計としてポリビニルアルコールブロックを生分解性セグメントに有するものについて検討した。（9頁）

Novel Dienediyne Systems Related to the Neocarzinostatin Chromophore: Molecular Design, Chemical Synthesis, and Evaluation

戸嶋 一敦、太田 和実、柳川 幸二、狩野 孝明、中田 雅也、木下 光博、松村 秀一

J. Am. Chem. Soc. 117    10825-10831 1995.11

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抗腫瘍性抗生物質ネオカルチノスタチンをモチーフとした人工ジエンジイン化合物の分子設計、化学合成およびDNA切断に関する機能評価を行った。（7頁）

Synthesis and Biodegradability of Acrylate Oligomer

Muramatsu, H., Toshima，K., Matsumura，S.

International Symposium on Biodegradable Polymers 95  1995.11

Joint Work

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アクリレートオリゴマーの合成と生分解性について報告した。

Enzymatic Degradation of Fumarate Copolymers Containing Vinyl Alcohol blocks by PVA-Dehydrogenase

Shimagami，Y.， Toshima，K. , Matsumura，S.

International Symposium on Biodegradable Polymers 95  1995.11

Joint Work

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ビニルアルコールを含むフマル酸共重合体のPVA脱水酵素による酵素分解について報告した。

Novel Dienediyne Systems Related to the Neocarzinostatin Chromophore:Molecular Design，Chemical Synthesis，and DNA Cleavage

Toshima，K，Ohta，K.，Nakata，M.，Matsumura，S.

NATO Workshop  1995.09

Joint Work

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エンジン系抗生物質ネオカルジノスタチンに関連した新規人工エンジイ化合物の分子設計、化学合成およびDNA切断について報告した。(招待講演)

Concanamycin B Inhibits the Expression of Newly-Synthesized MHC Class II Molecules on the Cell Surface

伊藤 浩一、小林 剛、森山 芳則、戸嶋 一敦、竜田 邦明、垣内 輝隆、藤田 正光、H. L. Ploegh、三輪 清

J. Antibiot. 48    456-458 1995.06

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抗生物質コンカンマイシンBの新たな生物活性について報告した。（3頁）

Molecular Design, Chemical Synthesis, and Study of Novel Enediyne-Sulfide Systems Related to the Neocarzinostatin Chromophore

戸嶋 一敦、太田 和実、大橋 文、中村 岳嗣、中田 雅也、竜田 邦明、松村 秀一

J. Am. Chem. Soc. 117    4822-4831 1995.05

Joint Work

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抗腫瘍性抗生物質ネオカルチノスタチンをモチーフとした人工エンジイン化合物の分子設計、化学合成およびDNA切断に関する機能評価を行った。（10頁）

Practical Glycosidation Method of Glycals Using Montmorillonite K-10 as an Environmentally Acceptable and Inexpensive Industrial Catalyst

戸嶋 一敦、石塚 徹、松尾 剛、中田 雅也

Synlett. (4)    306-308 1995.04

Joint Work

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環境適応型固体酸モンモリロナイトK-10を触媒とするグリカールのO-グリコシル化反応を開発した。（3頁）

Application of Highly Stereocontrolled Glycosidations Employing 2,6-Anhydro-2-thio Sugars to the Syntheses of Erythromycin A and Olivomycin A Trisaccharide

戸嶋 一敦、野崎 優子、向山 さつき、玉井 哲朗、中田 雅也、竜田 邦明、木下 光博

J. Am. Chem. Soc. 117    3717-3727 1995.04

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2,6-アンヒドロ-2-チオ糖を用いた高立体選択的グリコシル化反応を応用して抗生物質エリスロマイシンAおよびオリボマイシンA三糖鎖の全合成を達成した。（11頁）

Novel Glycosidation Methods Using 2,6-Anhydro-2-thio Sugars for Stereocontrolled Synthesis of 2,6-Dideoxy-a- and b-glycosides

戸嶋 一敦、向山 さつき、野崎 優子、井口 初季、中田 雅也、竜田 邦明

J. Am. Chem. Soc. 116    9042-9051 1994.10

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種々の2,6-アンヒドロ-2-チオ糖をグリコシルドナーに用いた、2,6-ジデオキシ-a-配糖体および2,6-ジデオキシ-b-配糖体合成のための高立体選択的グリコシル化反応を開発した。（10頁）

Design, Cycloaromatization and Guanine-Selective DNA Cleavage of Novel Enediynes

戸嶋 一敦、太田 和実、狩野 孝明、中村 岳嗣、中田 雅也、松村 秀一、

J. Chem. Soc. Chem. Commun. (20)    2295-2296 1994.10

Joint Work

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DNAのグアニン塩基を選択的に切断する人工エンジイン化合物の合成と機能評価を行った。（2頁）

Biodegradation of Poly（vinyl alcohol）and Vinyl Alcohol Blocks as Biodegradable Segment

S.Matsumura，Y.Shimura，K.Toshima

208th American Chemical Society，National Meeting  1994.08

Joint Work

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ポリビニルアルコールの生分解と生分解性セグメントとしてのビニルアルコールブロックの解析について報告した。

Allyl C-Glycosidations of Totally Unprotected Glycals and Allyltrimethylsilane with Trimethylsilyl Trifluoromethanesulfonate (TMSOTf)

戸嶋 一敦、石塚 徹、松尾 剛、中田 雅也

Tetrahedron Lett. 35    5673-5676 1994.08

Joint Work

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無保護グリカールを糖供与体とし、TMSOTfを活性化剤に用いたアリルC-グリコシル化反応を開発した。（4頁）

Allyl C-Glycosidation of Unprotected Sugar

K.Toshima, G.Matsuo，T.Ishizuka，M.Nakata，

208th American Chemical Society，National Meeting  1994.08

Joint Work

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無保護の糖を用いたアリールC-グリコシル化反応について報告した。

Recent Progress in O- and C-Glycosidation Methods and Its Application to Natural Products Synthesis

戸嶋 一敦

Gordon Research Conferences  1994.07

Single Work

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グリコシル化反応の最近の進歩と天然物合成への応用について報告した。(招待講演)

Buider Performance in Detergent Formulations and Biodegradability of Partially Dicarboxylated Amylopectin

松村 秀一、青木 清孝、戸嶋 一敦

J. Am. Oil. Chem. Soc. 71    749-755 1994.07

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部分ジカルボキシル化アミロペクチンの生分解性と合成洗剤のビルダー作用について検討を行った。（7頁）

グリコシル化反応の新展開（総説）

戸嶋 一敦

化学工業、45    35-41 1994.06

Single Work

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最近のグリコシル化反応の進歩について記述した。（7頁）

Microbial Production of (2R,4R)-2,4-Pentanediol by Enantioselective Reduction of Acetylacetone and Stereoinversion of 2,4-Pentanediol

松村 秀一、河合 優子、高橋 由之、戸嶋 一敦

Biotech. Lett. 16    485-490 1994.05

Joint Work

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(2R,4R)-2,4-ペンタンジオールの酵素法によるエナンチオ選択的合成法を開発した。（6頁）

C-グリコシド化学合成の最新のトピックス

戸嶋 一敦

化学、49    72-73 1994.03

Single Work

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C-グリコシド類の化学合成の最新のトピックスを紹介した。（2頁）

A Novel Monocyclic Dienediyne System: Synthesis and Mode of Aromatization

戸嶋 一敦、柳川 幸二、太田 和実、狩野 孝明、中田 雅也

Tetrahedron Lett. 35    1573-1576 1994.03

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抗腫瘍性抗生物質ネオカルチノスタチンのDNA切断に関連した新規な単環式ジエンジイン化合物の合成と芳香化様式について論じた。（4頁）

An Improved Practical Method for Synthesis of Aryl C-Glycosides from Unprotected Methyl Glycosides and 1-Hydroxy Sugars

戸嶋 一敦、松尾 剛、中田 雅也

J. Chem. Soc. Chem. Commun. (9)    997-998 1994.03

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無保護糖を糖供与体に用いたアリールC-グリコシル化反応の、より実践的な改良合成法を開発した。（2頁）

高効率なグリコシル化反応の新展開　糖をつなぐ新手法（総説）

戸嶋 一敦

化学と工業、47    128-131 1994.02

Single Work

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糖質合成の基本的な反応であるグリコシル化反応の最近の進歩について記述した総説。（4頁）

Allyl C-Glycosidation of Glycals Mediated by 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ)

戸嶋 一敦、石塚 徹、松尾 剛、中田 雅也

Chem. Lett. (12)    2013-2016 1993.12

Joint Work

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DDQを活性化剤に用い、グリカールを糖供与体とする中性条件下での新しいアリールC-グリコシル化反応を開発した。（4頁）

A Family of Cyclophellitol Analogs: Synthesis and Evaluation

中田 雅也、C. Chong、庭田 禎久、戸嶋 一敦、竜田 邦明

J. Antibiot. 46    1919-1922 1993.12

Joint Work

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b-グルコシダーゼ阻害剤シクリフェリトール誘導体を合成し、阻害活性の測定を行った。（4頁）

Molecular Design of Biodegradable Functional Polymers, 3: Biodegrability and Functionality of Poly[(sodium acrylate)-co-(vinyl alcohol)]

松村 秀一、飯佐 和子、滋野 治雄、田中 敏行、奥田 文子、志村 幸祐、戸嶋 一敦

Makromol. Chem. 194    3237-3246 1993.11

Joint Work

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ポリ[(アクリル酸ナトリウム）-co-（ビニルアルコール）]の生分解性と機能について検討した。（10頁）

Design, Synthesis and DNA Cleaving Profiles of Hybrids Containing the Novel Enediyne and Naturally Occurring DNA Intercalator

戸嶋 一敦、太田 和実、大橋 文、中村 岳嗣、中田 雅也、松村 秀一

J. Chem. Soc. Chem. Commun. (19)    1525-1527 1993.10

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人工エンジインと天然物由来のDNAインターカレーターとのハイブリッド化合物を合成し、これらがDNAを塩基選択的に切断することを見出した。（3頁）

Cycloaromatization and DNA Cleavage of Novel Enyne-Allene Systems

戸嶋 一敦、太田 和実、大塚 敦、松村 秀一、中田 雅也

J. Chem. Soc. Chem. Commun. (18)    1406-1407 1993.10

Joint Work

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新規エンインアレン化合物を合成し、芳香環化様式を検討後、DNAを切断することを明らかにした。（3頁）

Total Synthesis of the Trisaccharide of Olivomycin A

戸嶋 一敦、野崎 優子、中田 雅也、竜田 邦明、木下 光博

Tetrahedron Lett. 34    5761-5764 1993.09

Joint Work

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抗腫瘍性抗生物質オリボマイシンAの三糖鎖部分の高立体選択的合成を達成した。（4頁）

Design of Novel Enediyne Molecules with DNA-Cleaving Property

戸嶋 一敦，太田 和美，中田 雅也，竜田 邦明，松村 秀一

IUPAC第2回国際生物有機化学シンポジウム  1993.06

Joint Work

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新規エンジイン化合物の分子設計、化学合成およびDNA切断について報告した。

Enantioselective Glycosylation of Alkanols using β-Glycosidase

松村 秀一，山崎 博樹，登利 屋修一，戸嶋 一敦

IUPAC第2回国際生物有機化学シンポジウム  1993.06

Joint Work

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b-グルコシダーゼを用いたアルカノール類のエナンチオ選択的グリコシル化反応について報告した。

光学活性ブタンジオールおよびその誘導体の生産と利用〔総説）

松村秀一, 戸嶋 一敦

バイオインダストリー, 10    265-274 1993.05

Joint Work

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光学活性ブタンジオールおよびその誘導体の生産と利用に関する総説（10頁）

Recent Progress in O-Glycosylation Methods and Its Application to Natural Products Synthesis（総説）

戸嶋 一敦, 竜田 邦明

Chem. Rev. 93    1503-1531 1993.05

Joint Work

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最近のO-グリコシル化反応の開発と天然物合成への応用に関する総説（29頁）

Glycosidation of Glycal by 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ) as a Catalytic Promoter

戸嶋 一敦、石塚 徹、松尾 剛、中田 雅也、木下 光博

J. Chem. Soc. Chem. Commun. (8)    704-706 1993.04

Joint Work

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DDQを活性化剤に用いグリカールを糖供与体とする中性条件下での新しいO-グリコシル化反応を開発した。（3頁）

A New Entry for the Controlled Synthesis of 2,6-Dideoxy Oligosaccharides

戸嶋 一敦、野崎 優子、井口 初季、中田 雅也、竜田 邦明、木下 光博

Tetrahedron Lett. 34    1611-1614 1993.02

Joint Work

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2,6-アンヒドロ-2-チオ糖のグリコシル化反応を利用した2,6-ジデオキシ糖鎖合成のための新しい合成方法を開発した。（4頁）

Enantioselective Production of (S)-Hydroxybutyric Acid, (S)-1,3-Butanediol and (R)-1,3-Butanediol Using Methanol Yeast

松村 秀一、今福 浩、高橋 良典、戸嶋 一敦

Chem. Lett. (2)    251-254 1993.02

Joint Work

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メタノール資化菌を用いたヒドロキシ酸およびジオールのエナンチオ選択的合成（4頁）

Enzymatic Synthesis of Novel Vinyl Monomers Bearing b-D-Galactopyranoside Residue

松村 秀一、久保川 博夫、戸嶋 一敦

Makromol. Rapid Commun. 14    55-58 1993.01

Joint Work

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b-D-ガタクトピラノース残基を有する新規ビニルモノマーの酵素合成（4頁）

C-Arylglycosylation of Unprotected Free Sugar

戸嶋 一敦、松尾 剛、石塚 徹、中田 雅也、竜田 邦明

J. Chem. Soc. Chem. Commun. (22)    1641-1642 1992.11

Joint Work

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無保護糖のアリーリＣ－グリコシル化反応を開発した。（2頁）

Design and Synthesis of Heterocyclic 3，8-Diyn-5-ene Molecules with DNA-cleaving Property

K. Toshima, K. Ohta, A. Ohashi, K. Tatsuta

The 50th Anniversary International Symposium on Organic Synthesis  1992.08

Joint Work

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3,8-ジイン-5-エン化合物の分子設計、化学合成およびDNA切断について報告した。

Design and Synthesis of 1-Thia-3,8-diyn-5-ene Systems with DNA-Cleaving Properties Related to Neocarzinostatin Chromophore

戸嶋 一敦、太田 和実、大橋 文、大塚 敦、中田 雅也、竜田 邦明

J. Chem. Soc. Chem. Commun. （18    1306-1308 1992.04

Joint Work

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人工エンジイン化合物を分子設計、化学合成し、それらがDNAを効果的に切断することを見出した。（3頁）

Efficient C-Arylglycosylation of 1-O-Methyl Sugar by Novel Use of TMSOTf-AgClO4 Catalyst System

戸嶋 一敦、松尾 剛、竜田 邦明

Tetrahedron Lett. 33    2175-2178 1992.04

Joint Work

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1-O-メチル糖を、新たな活性化剤である TMSOTf-AgClO4を用いて活性化する高立体選択的アリールC-グリコシル化反応を開発した。（4頁）

高立体選択的2,6-ジデオキシ糖の合成と天然物合成への応用

戸嶋 一敦, 竜田 邦明

有機合成化学協会誌、50    303-315 1992.04

Joint Work

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2,6-アンヒドロ-2-チオ糖をグリコシルドナーに用いた高立体選択的グリコシル化反応の開発と天然物合成への応用について記述した。（13頁）

Highly b-Stereoselective Glycosylation by Use of 1-O-Acetyl-2,6-Anhydro-2-thio Glycosyl Donor for Synthesis of 2,6-Dideoxy-b-glycosides

戸嶋 一敦、野崎 優子、向山 さつき、竜田 邦明

Tetrahedron Lett. 33    1491-1494 1992.03

Joint Work

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2,6-アンヒドロ-2-チオ糖の１位OAc体をグリコシルドナーに用いた、2,6-ジデオキシ-b-配糖体合成のための高立体選択的グリコシル化反応を開発した。（4頁

De Novo Highly Stereocontrolled Synthesis of 2,6-Dideoxy Sugars by Use of 2,6-Anhydro-2-thio Sugars

戸嶋 一敦、吉田 武人、向山 さつき、竜田 邦明

Carbohydr. Res. 22    173-188 1991.12

Joint Work

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種々の2,6-ジデオキシ糖を2,6-アンヒドロ-2-チオ糖を利用することに高立体選択的に合成した。（16頁）

Total Synthesis of Glucosidase Inhibitors, Cyclophellitols

竜田 邦明、庭田 禎久、梅沢 一夫、戸嶋 一敦、中田 雅也

Carbohydr. Res. 22    189-203 1991.12

Joint Work

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シクロフェリトールの全合成に成功した。(4頁)

Highly Stereoselective Glycosylation by Conformational Assistance of Glycosyl Donor

戸嶋 一敦、野崎 優子、竜田 邦明

Tetrahedron Lett. 32    6887-6890 1991.11

Joint Work

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グリコシルドナーの立体配座を利用した新たな高立体選択的グリコシル化反応を開発した。（4頁）

Efficient Use of 2，6-Anhydro-2-thio Sugar for Highly Stereocontrolled Synthesis of 2，6-Dideoxy Carbohydrates: Total Synthesis of Erythromycin A

K. Toshima,S. Mukaiyama, T. Yoshida, T. Tamai, K. Tatsuta

The Fifth International Kyoto Conference on New Aspects of Organic Chemistry  1991.11

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2,6-アンヒドロ-2-チオ糖を糖供与体に用いたアルコール類との高立体選択的グリコシル化反応による2,6-ジデオキシ糖の合成とマクロリド抗生物質エリスロマイシンAの全合成への応用について報告した。

Application of Efficient Glycosylation of 2,6-Anhydro-2-thio Sugar to the Total Synthesis of Erythromycin A

戸嶋 一敦、向山 さつき、吉田 武人、玉井 哲朗、竜田 邦明

Tetrahedron Lett. 32    6155-6158 1991.10

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2,6-アンヒドロ-2-チオ糖を用いた高立体選択的グリコシル化反応を応用して抗生物質エリスロマイシンAの全合成を達成した。（4頁）

Enantiospeciftc Total Synthesis and Biological Evalution of Cyclophellitol and Its Analogues

K. Tatsuta, Y. Niwata, K. Toshima, M. Nakata

6th European Symposium on Carbohydtate Chemistry  1991.09

Joint Work

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酵素阻害剤シクリフェリトールの全合成と生物活性について報告した。

De Novo Highly Stereocontrolled Synthesis of 2,6-Dideoxy-C-3-branched Carbohydrates by Use of 2,6-Anhydro-2-thio Sugar: L-Cladinose and Its C-3 Epimer

戸嶋 一敦、吉田 武人、向山 さつき、竜田 邦明

Tetrahedron Lett. 32    4139-4142 1991.08

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2,6-ジデオキシ糖のL-クラジノースおよびそのC-3位異性体を2,6-アンヒドロ-2-チオ糖を利用することによって高立体選択的に合成した。（4頁）

Synthesis and Enzyme Inhibiting Activities of Cyclophellitol Analogs

竜田 邦明、庭田 禎久、梅澤 一夫、戸嶋 一敦、中田 雅也

J. Antibiot. 44    912-914 1991.08

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b-グルコシダーゼ阻害剤シクリフェリトールの誘導体の合成と阻害活性について論じた。（3頁）

The Novel Selenium Mediated Aromatization of a 1,6-Diyn-3-ene System Related to Neocarzinostatin Chromophore

戸嶋 一敦, 太田 和実、大竹 達也、竜田 邦明

J. Chem. Soc. Chem. Commun. (11)    694-695 1991.05

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抗腫瘍性エンジイン抗生物質ネオカルチノスタチンのDNA切断機構に関連した新たなエンジイン化合物の芳香環化様式を見出した。（2頁）

Enantiospecific Synthesis and Biological Evaluation of 1,6-epi-Cyclophellitol

竜田 邦明、庭田 禎久、梅澤 一夫、戸嶋 一敦、中田 雅也

J. Antibiot. 44    456-458 1991.04

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b-グルコシダーゼ阻害剤シクリフェリトールの異性体である1,6-エピ-シクリフェリトールの合成と阻害活性について論じた。（3頁）

The Manners of Aromatization of a New 10-Membered Ring 1,6-Diyn-3-ene System under Basic Conditions

戸嶋 一敦、太田和実、大竹達也、竜田邦明

Tetrahedron Lett. 32    391-394 1991.01

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抗腫瘍性エンジイン抗生物質ネオカルチノスタチンのDNA切断機構に関連した新たなエンジイン化合物の合成、芳香環化様式及びラジカル生成について論じた。（4頁）

Enantiospecific Total Synthesis of a b-Glucosidase Inhibitor, Cyclophellitol

竜田邦明、庭田禎久、梅澤一夫、戸嶋 一敦、中田雅也

Tetrahedron Lett. 31    1171-1172 1990.12

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b-グルコシダーゼ阻害剤シクリフェリトールを、糖質を原料として全合成した。（4頁）

The Selective Distinction of Diethyisopropylsilyl Ether in Hydrogenolysis

戸嶋 一敦、柳川幸二、向山さつき、竜田邦明

Tetrahedron Lett. 31    6697-6698 1990.11

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新たな水酸基の保護基であるジエチルイソプロピルシリル基が加水素分解条件下において選択的に脱保護されることを見出した。（4頁）

The Use of 2,6-Anhydro-2-thio Glycosyl Fluoride for a Highly a-Stereoselective Glycosylation

戸嶋 一敦、向山さつき、石山崇、竜田邦明

Tetrahedron Lett. 31    6361-6362 1990.10

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2,6-アンヒドロ-2-チオ糖の１位F体をグリコシルドナーに用いた、2,6-ジデオキシ-a-配糖体合成のための高立体選択的グリコシル化反応を開発した。（4頁）

The Use of 2,6-Anhydro-2-thio Sugar for a Hihgly Stereocontrolled Glycosylation: A Novel Strategy for Synthesis of 2,6-Dideoxy-a-glycosides

戸嶋 一敦、向山さつき、石山崇、竜田邦明

Tetrahedron Lett. 31    3339-3342 1990.06

Joint Work

Identification and Pursuit of Problems in Natural Products Chemistry

K. C. Nicolaou, G. Skokotas, P. Maligres,G. Zuccarello, E. J. Schweiger, K. Toshima, S. Wendebon

1989 International Chemical Congress of Pacific Basin Societies  1989.12

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天然物化学における諸問題の確認とそれらの解決策について報告した。

The Diethylisopropylsilyl Group: A New Protecting Group for Alcohols

戸嶋 一敦、向山さつき、木下光博、竜田邦明

Tetrahedron Lett. 30    6413-6416 1989.12

Joint Work

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新たな水酸基の保護基として、ジエチルイソプロピルシリル基を開発し、その保護基の有効性と汎用性を示した。（4頁）

Enantiospecific Synthesis of C20-C28 Segment of Concanomycin A: Application of Diethylisopropylsilyl Protecting Gruop

戸嶋 一敦、三沢 真理、太田 和実、竜田 邦明、木下 光博

Tetrahedron Lett. 30    6417-6420 1989.12

Single Work

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抗生物質コンカナマイシンAのC20-C28位に相当するセグメントを、ジエチルイソプロピルシリル基を利用して、効果的に合成した。（4頁）

A New Class of DNA-Cleaving Molecules: pH-Dependent DNA Cleavage by Propargylic and Allenic Sulfones

K. C. Nicolaou, G. Skokotas, P. Maligres,G. Zuccarello, E. J. Schweiger, K. Toshima、S. Wendebon,

Angew. Chem. Int. Ed. Engl. 28    1272-1275 1989.09

Joint Work

Total Synthesis of Elaiophylin (Azalomycin B)

戸嶋 一敦、竜田邦明、木下光博

Bull. Chem. Soc. Jpn. 61    2369-2381 1988.07

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抗生物質エライオフィリンの最初の全合成を、糖を不斉炭素源として、効果的に達成した。（13頁）

Total Synthesis of Elaiophylin (Azalomycin B)

戸嶋 一敦、竜田邦明、木下光博

Tetrahedron Lett. 27    4741-4744 1986.09

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抗生物質エライオフィリンの最初の全合成を、糖を不斉炭素源として、効果的に達成した。（4頁）

Environmentally Compatible C-Glycosidation of Glycals using Montmorillonite K-10

戸嶋 一敦、宮本 直樹、松尾 剛、中田 雅也、松村 秀一

Chem. Commun. (11)    1379-1380 1986.06

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環境適応型固体酸モンモリロナイトK-10を触媒とするグリカールのC-グリコシル化反応を開発した。（2頁）

Synthetic Studies of Rifamycins. VIII. An Improved Practical Synthesis of the Ansa-chain Compounds for the Rifamycin W Synthesis

中田雅也、戸嶋 一敦、甲斐敏行、木下光博

Bull. Chem. Soc. Jpn. 58    3457-3464 1985.12

Research paper (conference, symposium, etc.), Joint Work

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抗生物質リファマイシンWのアンサ部分を、糖質を原料に用いて効果的に合成した。（8頁）