Issue 20, 2007
From the journal:

Organic & Biomolecular Chemistry

Identification of a metagenome-derived esterase with high enantioselectivity in the kinetic resolution of arylaliphatic tertiary alcohols

Robert Kourist,a   Sajja Hari Krishna,b   Jesal S. Patel,c   Flash Bartnek,c   Timothy S. Hitchman,c   David P. Weiner*c  and  Uwe T. Bornscheuer*a  

* Corresponding authors

a Institute of Biochemistry, Dept. of Biotechnology & Enzyme Catalysis, Greifswald University, Felix-Hausdorff-Str. 4, 17487 Greifswald, Germany
E-mail: uwe.bornscheuer@uni-greifswald.de
Fax: +49 (0)3834-86-80066
Tel: +49 (0)3834-86-4367

b Winship Cancer Institute, Emory University, 1365C Clifton Road, Atlanta, GA 30322, USA

c Verenium Corp., 4955 Directors Place, San Diego, CA 92121, USA
E-mail: david.weiner@verenium.com
Fax: +1-858-526-5728
Tel: +1-858-526-5228

Abstract

35 metagenome-derived esterases bearing a GGG(A)X motif were screened for activity and enantioselectivity in the hydrolysis of a range of tertiary alcohol acetates. Most of the active esterases showed little or no enantioselectivity in the hydrolysis of the terpinyl acetate, linalyl acetate and 3-methylpent-1-yn-3-yl acetate. However, one esterase showed excellent enantioselectivity (E > 100) in the kinetic resolution of 1,1,1-trifluoro-2-phenylbut-3-yn-2-yl acetate as confirmed by a preparative scale reaction.

Graphical abstract: Identification of a metagenome-derived esterase with high enantioselectivity in the kinetic resolution of arylaliphatic tertiary alcohols

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Article information

DOI
https://doi.org/10.1039/B709965G
Article type
Paper
Submitted
02 Jul 2007
Accepted
10 Aug 2007
First published
30 Aug 2007

Org. Biomol. Chem., 2007,5, 3310-3313

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Identification of a metagenome-derived esterase with high enantioselectivity in the kinetic resolution of arylaliphatic tertiary alcohols

R. Kourist, S. Hari Krishna, J. S. Patel, F. Bartnek, T. S. Hitchman, D. P. Weiner and U. T. Bornscheuer, Org. Biomol. Chem., 2007, 5, 3310 DOI: 10.1039/B709965G

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