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Practical Asymmetric Enzymatic Reduction through Discovery of a Dehydrogenase-Compatible Biphasic Reaction Media

Harald Gröger*, Werner Hummel, Stefan Buchholz, Karlheinz Drauz, Tien Van Nguyen, Claudia Rollmann, Hendrik Hüsken, and Kofi Abokitse

Institute of Organic Chemistry, University of Erlangen-Nuremberg, Henkestrasse 42, 91054 Erlangen, Germany, Email: harald.groegerchemie.uni-erlangen.de

H. Groeger, W. Hummel, S. Buchholz, K. Drauz, T. V. Nguyen, C. Rollmann, H. Huesken, K. Abokitse, Org. Lett., 2003, 5, 173-176.

DOI: 10.1021/ol0272139 (free Supporting Information)


Abstract

In a biphasic reaction media for the asymmetric biocatalytic reduction of ketones with in situ cofactor regeneration, both enzymes (ADH and FDH) remain stable. Reductions with poorly water-soluble ketones were carried out at substrate concentrations of > 10 mM, and alcohols were formed with good conversions in high enantioselectivity.

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concept of enzymatic reduction in biphasic media



Key Words

enzymes, alcohol dehydrogenase, reduction of carbonyl compounds, formic acid


ID: J54-Y2003-270