One-way biohydrogen transfer for oxidation of sec-alcohols

Org Lett. 2008 Jun 5;10(11):2155-8. doi: 10.1021/ol800549f. Epub 2008 May 7.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohol Dehydrogenase / chemistry
  • Alcohol Dehydrogenase / metabolism
  • Alcohols / chemistry*
  • Alphaproteobacteria / enzymology
  • Catalysis
  • Hydrogen / chemistry*
  • Ketones / chemistry
  • Kinetics
  • Oxidation-Reduction
  • Time Factors

Substances

  • Alcohols
  • Ketones
  • Hydrogen
  • Alcohol Dehydrogenase