Enantioselective Enzymatic Reduction of Acrylic Acids

Org Lett. 2020 Nov 6;22(21):8320-8325. doi: 10.1021/acs.orglett.0c02959. Epub 2020 Oct 13.

Abstract

An ene-reductase (ERED 36) with broad substrate specificity was identified, and optimization studies led to the development of an enzymatic protocol for the reduction of α,β-unsaturated acids under mild, aqueous conditions. The substrate scope includes aromatic- and aliphatic-substituted acrylic acids, as well as cyclic α,β-substituted acrylic acids, yielding chiral α-substituted acids with exquisite levels of enantioselectivity (>99% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry*
  • Biocatalysis
  • Oxidation-Reduction
  • Oxidoreductases / metabolism*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Acrylates
  • Oxidoreductases
  • acrylic acid