Asymmetric epoxidation of alkenes and benzylic hydroxylation with P450tol monooxygenase from Rhodococcus coprophilus TC-2

Chem Commun (Camb). 2014 Aug 14;50(63):8771-4. doi: 10.1039/c4cc03491k. Epub 2014 Jun 26.

Abstract

P450tol monooxygenase was discovered as a unique and highly enantioselective enzyme for asymmetric epoxidation of some terminal alkenes containing electron-withdrawing groups and benzylic hydroxylation of several ethylbenzenes giving the corresponding useful and valuable products, such as (R)-2- and 3-substituted styrene oxides, (S)-4-substituted styrene oxides, and (S)-benzylic alcohols, in high ee.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Benzene Derivatives / chemistry*
  • Epoxy Compounds / chemistry*
  • Escherichia coli / enzymology
  • Hydroxylation
  • Oxygenases / chemistry*
  • Rhodococcus / enzymology*
  • Structure-Activity Relationship
  • Styrenes / chemistry

Substances

  • Alkenes
  • Benzene Derivatives
  • Epoxy Compounds
  • Styrenes
  • Oxygenases