Issue 17, 2013
From the journal:

Organic & Biomolecular Chemistry

Racemization of enantiopure secondary alcohols by Thermoanaerobacter ethanolicussecondary alcohol dehydrogenase†

Musa M. Musa,*a   Robert S. Phillips,bc   Maris Laivenieks,d   Claire Vieille,d   Masateru Takahashie  and  Samir M. Hamdane  

* Corresponding authors

a Department of Chemistry, King Fahd University of Petroleum and Minerals, Dhahran, KSA
E-mail: musam@kfupm.edu.sa
Fax: +966-3-860-4277
Tel: +966-3-860-7343

b Department of Chemistry, University of Georgia, Athens, Georgia 30602-2556, USA

c Department of Biochemistry and Molecular Biology, University of Georgia, Athens, Georgia 30602-2556, USA

d Department of Microbiology and Molecular Genetics, Michigan State University, East Lansing, MI 48824, USA

e Division of Biological and Environmental Sciences and Engineering, King Abdullah University of Science and Technology, Thuwal 23955-6900, KSA

Abstract

Controlled racemization of enantiopure phenyl-ring-containing secondary alcohols is achieved in this study using W110A secondary alcohol dehydrogenase from Thermoanaerobacter ethanolicus (W110A TeSADH) and in the presence of the reduced and oxidized forms of its cofactor nicotinamide-adenine dinucleotide. Racemization of both enantiomers of alcohols accepted by W110A TeSADH, not only with low, but also with reasonably high, enantiomeric discrimination is achieved by this method. Furthermore, the high tolerance of TeSADH to organic solvents allows TeSADH-catalyzed racemization to be conducted in media containing up to 50% (v/v) of organic solvents.

Graphical abstract: Racemization of enantiopure secondary alcohols by Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase

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Article information

DOI
https://doi.org/10.1039/C3OB27415B
Article type
Paper
Submitted
10 Nov 2012
Accepted
04 Mar 2013
First published
04 Mar 2013

Org. Biomol. Chem., 2013,11, 2911-2915

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Racemization of enantiopure secondary alcohols by Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase

M. M. Musa, R. S. Phillips, M. Laivenieks, C. Vieille, M. Takahashi and S. M. Hamdan, Org. Biomol. Chem., 2013, 11, 2911 DOI: 10.1039/C3OB27415B

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