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Synfacts 2006(6): 0607-0607  
DOI: 10.1055/s-2006-941783
Bioorganic Chemistry and Organocatalysis
© Georg Thieme Verlag Stuttgart · New York

Biocatalytic Deuterium- and Hydrogen-Transfer using Over-Expressed ADH-‘A’

Contributor(s): Benjamin List, Nolwenn J. A. Martin
K. Edegger, C. C. Gruber, T. M. Poessl, S. R. Wallner, I. Lavandera, K. Faber, F. Niehaus, J. Eck, R. Oehrlein, A. Hafner, W. Kroutil*
University of Graz and Research Centre Applied Biocatalysis, Graz, Austria; BRAIN AG, Zwingenberg, Germany and CIBA SC Inc., Basel, Switzerland
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Publication History

Publication Date:
19 May 2006 (online)

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Significance

A highly enantioselective, biocatalytic reduction of ketones via hydrogen transfer in the presence of 2-propanol as hydrogen source and lyophilized E. coli cells containing over-expressed alcohol dehydrogenase ADH-‘A’ from Rhodococcus rubber DSM 44541 is reported. Using this single enzyme, enantiopure, versatile building blocks, which were not accessible employing the wild-type catalyst, could be prepared in an efficient way. By replacing 2-propanol with d 8-2-propanol, the biocatalytic synthesis of enantiopure deuterium-labelled sec-alcohols on a preparative scale and using a single enzyme has been achieved for the first time.