Fujimoto Yukari

写真a

Affiliation

Faculty of Science and Technology, Department of Chemistry (Yagami)

Position

Professor

E-mail Address

E-mail address

Related Websites

Career 【 Display / hide

  • 1989.04
    -
    1998

    Sumitomo Chemical Co., Ltd., Research Chemist

  • 1998.08
    -
    2001.03

    Department of Chemistry, Columbia University, Research Associate

  • 2002.04
    -
    2003.02

    Nagoya University, Postdoctoral Researcher

  • 2003.03
    -
    2006.05

    Osaka University, Assistant Professor

  • 2006.05
    -
    2008.02

    Osaka University, Associate Professor (Koushi)

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Academic Background 【 Display / hide

  • 1985.04
    -
    1989.03

    Osaka University, Facluty of science, Department of Chemistry

    Japan, University, Graduated

  • 2002.03

    Osaka University, Ph. D.

    Graduate School, Other

 

Research Areas 【 Display / hide

  • Biomolecular chemistry

  • Organic chemistry

  • Bio-related chemistry

Research Keywords 【 Display / hide

  • Bioorganic Chemistry, Glycochemistry, Chemistry for Natural Products, Chemical Biology

Research Themes 【 Display / hide

  • Investigation of biofunctional system by utilizing organic chemistry, 

    1998.08
    -
    Present

 

Books 【 Display / hide

  • (Natural product chemistry II ~Gift from nature)

    Yukari Fujimoto, Tokyo Kagaku Dojin, 2018

  • Glycoscience: Basic Science to Applications

    Yukari Fujimoto, The Japan Consortium for Glycobiology and Glycotechnology, 2018

  • “Sugar Synthesis by Microfluidic Techniques” In Glycochemical Synthesis : Strategies and Applications

    Fukase, K., Tanaka, K., Fujimoto, Y., Shimoyama, A., Manabe, Y., John Wiley & Sons, 2016

  • "Microbial glycoconjugates recognition with tlrs and nlrs in innate immunity" In Glycoscience: Biology and Medicine

    Yukari Fujimoto, Koichi Fukase, Springer Japan, 2015

  • 「糖鎖の新機能開発・応用ハンドブック~創薬・医療 からヘルスケアまで」第4編 糖鎖の工学—合成・機能, 第2章 糖鎖合成(化学合成)と機能, 7.免疫増強複合糖質

    Yukari Fujimoto, エヌ・ティー・エス, 2015

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Papers 【 Display / hide

  • The key entity of a DCAR agonist, phosphatidylinositol mannoside Ac 1PIM 1: Its synthesis and immunomodulatory function

    Arai Y., Torigoe S., Matsumaru T., Yamasaki S., Fujimoto Y.

    Organic and Biomolecular Chemistry 18 ( 19 ) 3659 - 3663 2020.05

    Accepted,  ISSN  14770520

     View Summary

    © The Royal Society of Chemistry 2020. Ac1PIM1is a potential biosynthetic intermediate for phosphatidylinositol mannosides (PIMs) fromMycobacterium tuberculosis. We achieved the first synthesis of Ac1PIM1by utilizing an allyl-type protecting group strategy and regioselective phosphorylation of inositol. A very potent agonist of an innate immune receptor DCAR, which is better than previously known agonists, is demonstrated.

  • Design and Discovery of Covalent α-GalCer Derivatives as Potent CD1d Ligands

    Kishi J., Inuki S., Kashiwabara E., Suzuki T., Dohmae N., Fujimoto Y.

    ACS Chemical Biology 15 ( 2 ) 353 - 359 2020.02

    Accepted,  ISSN  15548929

     View Summary

    © 2020 American Chemical Society. CD1d is a nonpolymorphic antigen-presenting protein responsible for the regulation of natural killer T (NKT) cell activation. α-Galactosyl ceramide (α-GalCer, KRN7000) is the representative CD1d ligand that can bind to the CD1d protein. The resulting complex is recognized by the T cell receptors of the NKT cell, inducing various immune responses. Previous structure-activity relationship studies of α-GalCer have revealed that the ability of NKT cells to induce cytokines depends on the ligand structure, and in particular, ligands that form more stable complexes with CD1d display potent activity. We focused on the Cys residue of the large hydrophobic pockets of CD1d (A′ pocket) and developed α-GalCer derivatives containing groups that can form covalent bonds. The assay results revealed that these ligands displayed higher levels of cytokine production and Th2 cell-type cytokine polarization response. Furthermore, the LC-MS/MS analysis indicated that the chloroacetylamide-containing ligand was covalently bound to Cys12 of CD1d, which suggests that the enhanced activities result from the formation of a stable CD1d-ligand complex. To our knowledge, this is the first ligand that allows covalent bond formation to CD1d under physiological conditions.

  • Potent Th2 Cytokine-Bias of Natural Killer T Cell by CD1d Glycolipid Ligands Based on “Anchoring Effect” of Polar Groups in Their Lipid Component.

    Inuki, S., Kashiwabara, E., Hirata, N., Kishi, J., Nabika, E., Fujimoto, Y.

    Angew. Chem. Int. Ed. 57 ( 31 ) 9655 - 9659 2018

    Research paper (scientific journal), Joint Work, Accepted,  ISSN  14337851

     View Summary

    © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Th2-biasing CD1d ligands are attractive potential candidates for adjuvants and therapeutic drugs. However, the number of potent ligands is limited, and their biasing mechanism remain unclear. Herein, a series of novel Th2-biasing CD1d glycolipid ligands, based on modification of their lipid part, have been identified. These have shown high binding affinities and efficient Th2 cytokine production. Importantly, the truncated acyl chain containing variants still retain their binding affinities and agonistic activities, which can be associated with an “anchoring effect,” that is, formation of a buried hydrogen bond between a polar group on the acyl chain and the CD1d lipid-binding pocket. The analysis indicated that the appearance rates of ligand–CD1d complexes on the cell surface were involved in Th2-biasing responses. The designed ligands, having the anchor in the shorter lipid part, are one of the most potent Th2-biasing ligands among the known ligands.

  • Syntheses and Immunological Evaluation of Self-Adjuvanting Clustered N-Acetyl and N-Propionyl Sialyl-Tn Combined with A T-helper Cell Epitope as Antitumor Vaccine Candidates.

    Chang, T. C., Manabe, Y., Fujimoto, Y., Ohshima, S., Kametani, Y., Kabayama, K., Nimura, Y., Lin, C. C., Fukase, K.

    Angew. Chem. Int. Ed. (Angewandte Chemie - International Edition)  57 ( 27 ) 8219 - 8224 2018

    Research paper (scientific journal), Joint Work,  ISSN  14337851

     View Summary

    © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Sialyl-Tn (STn) is a tumor-associated carbohydrate antigen (TACA) rarely observed on healthy tissues. We synthesized two fully synthetic N-acetyl and N-propionyl STn trimer (triSTn) vaccines possessing a T-helper epitope and a TLR2 agonist, since the clustered STn antigens are highly expressed on many cancer cells. Immunization of both vaccines in mice induced the anti-triSTn IgG antibodies, which recognized triSTn-expressing cell lines PANC-1 and HepG2. The N-propionyl triSTn vaccine induced the triSTn-specific IgGs, while IgGs induced by the N-acetyl triSTn vaccine were less specific. These results illustrated that N-propionyl triSTn is a valuable unnatural TACA for anticancer vaccines.

  • Isolated Polar Amino Acid Residues Modulate Lipid Binding in the Large Hydrophobic Cavity of CD1d

    Inuki, S., Aiba, T., Hirata, N., Ichihara, O., Yoshidome, D., Kita, S., Maenaka, K., Fukase, K., Fujimoto, Y.

    ACS Chem. Biol. 11   3132 - 3139 2016.09

    Research paper (scientific journal), Accepted

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Reviews, Commentaries, etc. 【 Display / hide

  • “次世代免疫アジュバント開発:微生物由来の自然免疫活性をもつ分子群とワクチンへの展開”

    藤本 ゆかり

    『未来材料』 12 ( 11 ) 13 - 21 2012

    Introduction and explanation (commerce magazine)

  • Synthesis and functional analysis of the key compounds responsible for signal transduction

    Yukari Fujimoto

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry 65 ( 12 ) 1170 - 1178 2007.12

    Introduction and explanation (scientific journal)

  • ここまで分かった「自然免疫」-リピドA等複合糖質の作用解明

    深瀬浩一,藤本ゆかり

    『化学』 (化学同人)     30 - 36 2007

    Introduction and explanation (commerce magazine)

Presentations 【 Display / hide

  • Glycoconjugates; Synthesis and the latent functions in immune system

    Yukari Fujimoto

    The 2019 Carbohydrates Gordon Research Conference (GRC) (Hong Kong) , 2019.06, Oral Presentation(guest/special)

  • Natural killer T cell activation by CD1d glycolipid ligand based on “anchoring effect” of polar groups in lipid component

    Yukari Fujimoto

    EUROCARB 2019 (Leiden, the Netherlands) , 2019.07

  • 脂質を介した感染と共生の制御

    藤本ゆかり

    第92回日本細菌学会総会, 2019.04, Oral Presentation(guest/special)

  • 生体防御に関わる複合脂質認識機構の理解と創薬展開

    藤本ゆかり

    日本薬学会第139年会, 2019.03, Oral Presentation(guest/special)

  • 複合糖質-脂質の化学合成を基盤とした免疫調節機能の解明

    藤本ゆかり

    糖鎖科学中部拠点第15回「若手の力」フォーラム, 2018.09, Oral Presentation(guest/special)

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Research Projects of Competitive Funds, etc. 【 Display / hide

  • 免疫調節性複合脂質の合成・機能の理解と展開

    2021.04
    -
    2025.03

    MEXT,JSPS, Grant-in-Aid for Scientific Research, 藤本 ゆかり, Grant-in-Aid for Scientific Research (A) , Principal Investigator

  • ネオ・セルフ脂質抗原分子ライブラリ構築と免疫調節機能解析

    2019.04
    -
    2021.03

    MEXT,JSPS, Grant-in-Aid for Scientific Research, 藤本 ゆかり, Grant-in-Aid for Scientific Research on Innovative Areas, Principal Investigator

  • 免疫機構の複合的な機能制御を可能とする中分子化合物の創製

    2018.04
    -
    2020.03

    MEXT,JSPS, Grant-in-Aid for Scientific Research, 藤本 ゆかり, Grant-in-Aid for Scientific Research on Innovative Areas, Principal Investigator

  • 革新的中分子創薬技術の開発/先端的な中分子創薬関連技術の開発

    2018
    -
    2021.03

    Japan Agency for Medical Research and Development (AMED), 次世代治療・診断実現のための創薬基盤技術開発事業, Yukari Fujimoto

  • 生体防御に関わる脂質認識機構の理解と制御を指向した複合脂質合成と機能解明

    2017.04
    -
    2020.03

    MEXT,JSPS, Grant-in-Aid for Scientific Research, 藤本 ゆかり, Grant-in-Aid for Scientific Research (B), Principal Investigator

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Intellectual Property Rights, etc. 【 Display / hide

  • 化合物又はその塩、ナチュラルキラーT細胞活性化剤、及び医薬組成物

    Application No.: PCT/JP2017/008381  2017 

    Patent, Joint

  • 化合物、化合物の塩、神経機能調節物質、神経機能調節物質の評価方法、化合物の製造方法、及び化合物の塩の製造方法

    Application No.: 特願2018-148873  2018.08 

    Patent, Joint

  • 化合物又はその塩、ナチュラルキラーT細胞活性化剤、及び医薬組成物

    Application No.: 特願2016- 57416  2016.03 

    Patent, Joint

  • トール様受容体4活性化作用を有するフニクロシン誘導体及びその用途

    Application No.: 特願2014-201593  2014 

    Registration No.: 特許番号6359409号  2018

    Patent, Joint

  • Novel immunostimulatory molecules

    Application No.: PCT/EP2015/072292  2015 

    Patent, Joint

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Awards 【 Display / hide

  • Nagase Foundation Award

    2016.04

  • Osaka University Presidential Awards for Achievement

    2013.08, Osaka University

  • The Alois Nowotny Award

    2012.10, International Endotoxin & Innate Immunity Society

  • BCSJ award(Bulletin of the Chemical Society of Japan award)

    2008.07, The Chemical Society of Japan

  • Osaka University Prize for Outstanding Achievement in Education and Research

    2007.04, Osaka University

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Courses Taught 【 Display / hide

  • TOPICS IN CHEMISTRY

    2021

  • SEMINAR IN CHEMISTRY

    2021

  • ORGANIC SYNTHESIS DESIGN (ORGANIC CHEMISTRY 3)

    2021

  • NATURAL PRODUCTS CHEMISTRY (BIOLOGICAL CHEMISTRY 1)

    2021

  • LABORATORIES IN SCIENCE AND TECHNOLOGY

    2021

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Courses Previously Taught 【 Display / hide

  • Natural Product Organic Chemistry

    Keio University, 2018, Spring Semester, Major subject, Lecture

  • 卒業研究

    Keio University, 2018, Full academic year

  • 化学輪講

    Keio University, 2018, Full academic year, Major subject

  • Chemistry B

    Keio University, 2018, Autumn Semester, Lecture

  • 化学実験第2

    Keio University, 2018, Autumn Semester, Laboratory work/practical work/exercise

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Memberships in Academic Societies 【 Display / hide

  • The Chemical Society of Japan

     
  • The Society of Synthetic Organic Chemistry

     
  • The Japanese Society of Carbohydrate Research

     
  • Japanese Society for Chemical Biology

     
  • American Chemical Society

     

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Committee Experiences 【 Display / hide

  • 2021.07
    -
    Present

    理事, 日本糖質学会

  • 2020.04
    -
    Present

    副委員長, 大学共同利用機関法人自然科学研究機構 生命創成探究センター運営委員会

  • 2020.04
    -
    Present

    専門研究員, 独立行政法人日本学術振興会 学術システム研究センター

  • 2020.04
    -
    Present

    代議員, 公益社団法人有機合成化学協会

  • 2020.04
    -
    Present

    生体機能関連化学・バイオテクノロジー ディビジョン幹事, 公益社団法人 日本化学会

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