Hydrolase-catalyzed Michael addition of imidazoles to acrylic monomers in organic medium

被引：51

作者：

Cai, Y ^{[1
]}

Wu, Q ^{[1
]}

Xiao, YM ^{[1
]}

Lv, DS ^{[1
]}

Lin, XF ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

来源：

JOURNAL OF BIOTECHNOLOGY | 2006年 / 121卷 / 03期

关键词：

hydrolase; Michael addition; imidazole; acrylic; organic medium;

D O I：

10.1016/j.jbiotec.2005.07.001

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Hydrolase-catalyzed Michael addition of imidazole derivatives to acrylic monomers in organic medium was described. A serial of N-substituted imidazole derivatives were successfully synthesized in moderate yields by the catalysis of hydrolases in organic medium. Nine commercially available hydrolases from different sources were screened and all of them were found to be able to catalyze this type of addition reaction. The reaction yields depended on the solvent properties and the solvents with higher logP value supported this enzyme-catalyzed reaction to give higher conversion. Influence of the structure of the Michael acceptor and donor on the enzymatic Michael addition was also investigated. The acceptor with shorter alcohol chain afforded a higher yield. A more rapid conversion was observed when the donor had an electron-withdrawing group. This hydrolase-catalyzed Michael addition reaction has widened the applicability of biocatalysts in organic and bioorganic synthesis. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：330 / 337

页数：8

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