Synthesis of fluorinated chitin derivatives via enzymatic polymerization

被引：26

作者：

Makino, Akira ^{[1
]}

Ohmae, Masashi ^{[1
]}

Kobayashi, Shiro ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Nishikyo Ku, Kyoto 6158510, Japan

来源：

MACROMOLECULAR BIOSCIENCE | 2006年 / 6卷 / 10期

关键词：

chitinase; enzymatic polymerization; fluorinated chitin derivatives; transition state analogue substrate monomer;

D O I：

10.1002/mabi.200600128

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Synthesis of fluorinated chitin derivatives' has' been achieved using chitinase from Bacillus sp. as a catalyst. 6'-Fluoro- (1a), 6-fluoro- (1b) and 6,6'-difluoro- (1c) chitobiose oxazoline derivatives were newly prepared as TSAS monomers for chitinase. Ring-opening polyaddition of these monomers proceeded effectively at pH 8.0-9.0 and 30-40 degrees C, giving rise to alternatingly 6-fluorinated chitin derivatives (2a and 2b) from la and 1b, and fully 6-fluorinated chitin derivative (2c) from 1c under total control of regio-selectivity and stereochemistry. XRD measurements revealed that polysaccharides 2a and 2b had crystalline structures similar to that of alpha-chitin.

引用

页码：862 / 872

页数：11

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