Enantioselective kinetic resolution of phenylalkyl carboxylic acids using metagenome-derived esterases

被引：19

作者：

Fernandez-Alvaro, Elena ^{[1
]}

Kourist, Robert ^{[1
]}

Winter, Julia ^{[1
]}

Boettcher, Dominique ^{[1
]}

Liebeton, Klaus ^{[2
]}

Naumer, Christian ^{[2
]}

Eck, Juergen ^{[2
]}

Leggewie, Christian ^{[3
]}

Jaeger, Karl-Erich ^{[3
]}

Streit, Wolfgang ^{[4
]}

Bornscheuer, Uwe T. ^{[1
]}

机构：

[1] Ernst Moritz Arndt Univ Greifswald, Inst Biochem, Dept Biotechnol & Enzyme Catalysis, D-17487 Greifswald, Germany

[2] BRAIN AG, D-64673 Zwingenberg, Germany

[3] Univ Dusseldorf, Res Ctr Juelich, Inst Mol Enzyme Technol, D-52426 Julich, Germany

[4] Univ Hamburg, Dept Microbiol & Biotechnol, Bioctr Klein Flottbek, D-22069 Hamburg, Germany

来源：

MICROBIAL BIOTECHNOLOGY | 2010年 / 3卷 / 01期

关键词：

ASYMMETRIC-SYNTHESIS; TERTIARY ALCOHOLS; HYDROLASES; LIPASES;

D O I：

10.1111/j.1751-7915.2009.00141.x

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：

Enantiomerically pure beta-arylalkyl carboxylic acids are important synthetic intermediates for the preparation of a wide range of compounds with biological and pharmacological activities. A library of 83 enzymes isolated from the metagenome was searched for activity in the hydrolysis of ethyl esters of three racemic phenylalkyl carboxylic acids by a microtiter plate-based screening using a pH-indicator assay. Out of these, 20 enzymes were found to be active and were subjected to analytical scale biocatalysis in order to determine their enantioselectivity. The most enantioselective and also enantiocomplementary biocatalysts were then used for preparative scale reactions. Thus, both enantiomers of each of the three phenylalkyl carboxylic acids studied could be obtained in excellent optical purity and high yields.

引用

页码：59 / 64

页数：6

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