Open AccessEnantioselective kinetic resolution of phenylalkyl carboxylic acids using metagenome‐derived esterases
Author(s) -
FernándezÁlvaro Elena,
Kourist Robert,
Winter Julia,
Böttcher Dominique,
Liebeton Klaus,
Naumer Christian,
Eck Jürgen,
Leggewie Christian,
Jaeger KarlErich,
Streit Wolfgang,
Bornscheuer Uwe T.
Publication year - 2010
Publication title -
microbial biotechnology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.287
H-Index - 74
ISSN - 1751-7915
DOI - 10.1111/j.1751-7915.2009.00141.x
Subject(s) - enantioselective synthesis , kinetic resolution , metagenomics , chemistry , combinatorial chemistry , organic chemistry , biochemistry , catalysis , gene
Summary Enantiomerically pure β‐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.