Papers - Matsumura, Shuichi

New strategy for controlling biodegradability of biodegradable polyesters by enzyme-catalyzed surface grafting

Hideto Tsuji, Misato Nishikawa, Yasushi Osanai,MATSUMURA SHUICHI

Macromolecular Rapid Communications (Wiley-VCH)  28   1651-1656 2007.08

Research paper (scientific journal), Joint Work, Accepted

Lipase-catalyzed synthesis and curing of high-molecular-weight polyricinoleate

Hiroki Ebata, Kazunobu Toshima, MATSUMURA SHUICHI

Macromolecular Bioscience (Wiley-VCH)  7 ( 6 ) 798-803 2007.06

Research paper (scientific journal), Joint Work, Accepted

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High-molecular weight polyricinoleate having an Mw of 100,600 was enzymatically prepared by the polycondensation of methyl ricinoleate using immobilized lipase from Pseudomonas cepacia (IM-PC) in bulk in the presence of molecular sieves 4A at 80 ºC for 7 days. Polyricinoleate was a viscous liquid at room temperature having a glass transition temperature (Tg) of -74.8 ºC and showed no crystallinity, and biodegraded by activated sludge. Polyricinoleate was readily cured by a dicumyl peroxide at 170 ºC for 30 min to produce a chloroform-insoluble crosslinked polyricinoleate having a hardness of 50º using durometer A.

Synthesis and enzymatic degradation of environmentally benign poly(carbonate-urethane)

Murakami Saeko, Aoki Nobuyoshi, MATSUMURA SHUICHI

Transactions of the Materials Research Society of Japan 32 ( 4 ) 1211-1214 2007.04

Research paper (scientific journal), Joint Work, Accepted

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

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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.

Synthesis and enzymatic degradation of environmentally benign poly(carbonate-urethane)

Saeko Murakami, Nobuyoshi Aoki, MATSUMURA SHUICHI

Transactions of the Materials Research Society of Japan 32 ( 4 ) 1211-1214 2007

Research paper (scientific journal), Joint Work, Accepted

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

研究室紹介

MATSUMURA SHUICHI

オレオサイエンス (日本油化学会)  6 ( 10 ) 545 2006.10

Research paper (scientific journal), Single Work

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

Enzyme-catalyzed synthesis and degradation of polyester and polythioester

MATSUMURA SHUICHI, Kato Makoto, Sugihara Satoko, Toshima Kazunobu

Polymer Preprints (American Chemical Society)  47 ( 2 ) 239-240 2006.09

Research paper (scientific journal), Joint Work, Accepted

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Enzyme-catalyzed synthesis and degradation of a typical diol-diacid type plastic, poly(butylene succinate) (PBS), and diol-diacid type polythioester were studied with respect to the establishment of sustainable polymer production and chemical recycling system. A significantly higher-molecular weight polyester was produced via the ring-opening polymerization of the cyclic oligomer. The cyclic oligomer was produced both by the condensation of monomers and degradation of the polyester. Polymer blends of PBS/poly(L-lactic acid) (PLLA) were degraded into repolymerizable oligomers, first by the lipase-catalyzed degradation of PBS into cyclic BS oligomers followed by the degradation of PLLA into lactic acid oligomers by montmorillonite K-5. By the reprecipitation procedures, the PLLA and BS oligomers were completely separated. Aliphatic dithiol-diacid type polythioesters were enzymatically prepared by the direct polycondensation of dithiol and diacid diesters. A higher molecular weight polythioester was produced using lipase in a two-step procedure, i.e., cyclization with subsequent ring-opening polymerization.

Enzyme-catalyzed preparation of aliphatic polythioester by direct polycondensation of diacid diester and dithiol

Makoto Kato, Kazunobu Toshima, MATSUMURA SHUICHI

Macromolecular Rapid Communications (Wiley-VCH)  27 ( 8 ) 605-610 2006.05

Research paper (scientific journal), Joint Work, Accepted

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Aliphatic dithiol-diacid type polyethioester were first enzymatically prepared by the direct polycondensation of hexane-1,6-dithiol and diacid diesters using the immobilized lipase from Candida antarctica (lipase CA). Both the melting and crystallization temperatures of the produced polythioesters were higher when compared to those of the corresponding polyoxyesters.

Enzymatic transformation of aliphatic polyesters into cyclic oligomers using enzyme packed column under continuous flow of supercritical carbon dioxide with toluene

Osanai Shuichi, Toshima Kazunobu,MATSUMURA SHUICHI,

Science and Technology of Advanced Materials (Elsevier)  7 ( 2 ) 202-208 2006.04

Research paper (scientific journal), Joint Work, Accepted

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The enzymatic degradation of chemically synthesized typical biodegradable plastics, such as poly(R,S-3-hydroxybutanoate), poly(-caprolactone) and poly(butylene adipate), into reactive cyclic oligomers under the continuous flow of supercritical or subcritical carbon dioxide (scCO2) with toluene through an enzyme column was studied with reference to chemical recycling. It was confirmed that all the tested polymers were quantitatively transformed into the corresponding cyclic oligomers by passage through the column packed with immobilized lipase from Candida antarctica (Novozym 435) at 40 ℃ under the continuous flow of scCO2 with some organic solvent. Compared to the pure organic solvents, by the addition of scCO2 as a mobile phase degradation of the polymer was significantly promoted with respect to the reaction time, temperature and polymer concentration for complete transformation of the polyesters into oligomers through the enzyme column.

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

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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.

Perspectives for synthesis and production of polyurethanes and related polymers by enzymes directed toward green and sustainable chemistry

MATSUMURA SHUICHI, Soeda Yasuyuki, Toshima Kazunobu

Applied Microbiology and Biotechnology (Springer-Verlag)  70 ( 1 ) 12-20 2006.03

Research paper (scientific journal), Joint Work, Accepted

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

New strategy for enzymatic synthesis of high-molecular-weight poly(butylene succinate) via cyclic oligomers

Sugihara Satoko, Tosima Kazunobu, MATSUMURA SHUICHI

Macromolecular Rapid Communications (Wiley-VCH)  27 ( 3 ) 203-207 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

Mohammad Abdur Rahim, MATSUMURA SHUICHI, Kazunobu Toshima

Tetrahedron Letters (Elsevier)  46 ( 43 ) 7307-7309 2005.10

Research paper (scientific journal), Single Work, Accepted

グリーンポリマーの合成とケミカルリサイクル

MATSUMURA SHUICHI

ケミカルエンジニャリング 50 ( 10 ) 771-778 2005.10

Research paper (scientific journal), Single Work

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

Degradation of poly(lactic acid) into repolymerizable oligomer using montmorillonite K10 for chemical recycling

Kohei Okamoto, Kazunobu Toshima, MATSUMURA SHUICHI

Macromolecular Bioscience (Wiley-VCH)  5 ( 9 ) 813-820 2005.09

Research paper (scientific journal), Joint Work, Accepted