Practical asymmetric enzymatic reduction through discovery of a dehydrogenase-compatible biphasic reaction media

Org Lett. 2003 Jan 23;5(2):173-6. doi: 10.1021/ol0272139.

Abstract

[reaction: see text] An enzyme-compatible biphasic reaction media for the asymmetric biocatalytic reduction of ketones with in situ cofactor regeneration has been developed. In this biphasic reaction media, which is advantageous for reactions at higher substrate concentrations, both enzymes (alcohol dehydrogenase and FDH from Candida boidinii) remain stable. The reductions with poorly water-soluble ketones were carried out at substrate concentrations of 10-200 mM, and the optically active (S)-alcohols were formed with moderate to good conversions and with up to >99% ee.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohol Dehydrogenase / chemistry
  • Alcohol Dehydrogenase / metabolism*
  • Catalysis
  • Enzyme Stability
  • Formate Dehydrogenases / metabolism
  • Hydrogenation
  • Ketones / chemistry*
  • Solvents*

Substances

  • Ketones
  • Solvents
  • Alcohol Dehydrogenase
  • formate dehydrogenase (NADP+)
  • Formate Dehydrogenases