One-Way Biohydrogen Transfer for Oxidation of sec-Alcohols

One-Way Biohydrogen Transfer for Oxidation of sec-Alcohols

Quasi-irreversible oxidation of sec-alcohols was achieved via biocatalytic hydrogen transfer reactions using alcohol dehydrogenases employing selected ketones as hydrogen acceptors, which can only be reduced but not oxidized. Thus, only 1 equiv of oxidant was required instead of a large excess. For...

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Veröffentlicht in:Organic letters 2008-06, Vol.10 (11), p.2155-2158
Hauptverfasser: Lavandera, Iván, Kern, Alexander, Resch, Verena, Ferreira-Silva, Bianca, Glieder, Anton, Fabian, Walter M. F, de Wildeman, Stefaan, Kroutil, Wolfgang
Format: Artikel
Sprache:eng
Schlagworte:
Alcohol Dehydrogenase - chemistry
Alcohol Dehydrogenase - metabolism
Alcohols - chemistry
Alphaproteobacteria - enzymology
Catalysis
Hydrogen - chemistry
Ketones - chemistry
Kinetics
Oxidation-Reduction
Time Factors
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Beschreibung
Zusammenfassung:Quasi-irreversible oxidation of sec-alcohols was achieved via biocatalytic hydrogen transfer reactions using alcohol dehydrogenases employing selected ketones as hydrogen acceptors, which can only be reduced but not oxidized. Thus, only 1 equiv of oxidant was required instead of a large excess. For the oxidation of both isomers of methylcarbinols a single nonstereoselective short-chain dehydrogenase/reductase from Sphingobium yanoikuyae was identified and overexpressed in E. coli.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol800549f