Enantioselective kinetic resolution of phenylalkyl carboxylic acids using metagenome-derived esterases
Article first published online: 5 AUG 2009
© 2009 The Authors. Journal compilation © 2009 Society for Applied Microbiology and Blackwell Publishing Ltd
Special Issue: Biocatalysis. Guest Editors: Karl-Erich Jaeger, Andreas Schmid and Manuel Ferrer
Volume 3, Issue 1, pages 59–64, January 2010
How to Cite
Fernández-Álvaro, E., Kourist, R., Winter, J., Böttcher, D., Liebeton, K., Naumer, C., Eck, J., Leggewie, C., Jaeger, K.-E., Streit, W. and Bornscheuer, U. T. (2010), Enantioselective kinetic resolution of phenylalkyl carboxylic acids using metagenome-derived esterases. Microbial Biotechnology, 3: 59–64. doi: 10.1111/j.1751-7915.2009.00141.x
- Issue published online: 20 DEC 2009
- Article first published online: 5 AUG 2009
- Received 30 April, 2009; revised 24 June, 2009; accepted 3 July, 2009.
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.