Unconventional Biocatalytic Approaches to the Synthesis of Chiral Sulfoxides

Chembiochem. 2021 Jan 15;22(2):298-307. doi: 10.1002/cbic.202000430. Epub 2020 Sep 11.

Abstract

Sulfoxides are a class of organic compounds that find wide application in medicinal and organic chemistry. Several biocatalytic approaches have been developed to synthesise enantioenriched sulfoxides, mainly by exploiting oxidative enzymes. Recently, the use of reductive enzymes such as Msr and Dms has emerged as a new, alternative method to obtain enantiopure sulfoxides from racemic mixtures. In parallel, novel oxidative approaches, employing nonclassical solvents such as ionic liquids (ILs) and deep eutectic solvents (DESs), have been developed as greener and more sustainable biocatalytic synthetic pathways. This minireview aims highlights the recent advances made in the biocatalytic synthesis of enantioenriched sulfoxides by employing such unconventional approaches.

Keywords: biocatalysis; deep eutectics; ionic liquids; reductive enzymes; sulfoxides.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Biocatalysis
  • Ferredoxin-NADP Reductase / chemistry
  • Ferredoxin-NADP Reductase / metabolism*
  • Humans
  • Iron-Sulfur Proteins / chemistry
  • Iron-Sulfur Proteins / metabolism*
  • Molecular Structure
  • Oxidoreductases / chemistry
  • Oxidoreductases / metabolism*
  • Sulfoxides / chemistry
  • Sulfoxides / metabolism*

Substances

  • Iron-Sulfur Proteins
  • Sulfoxides
  • Oxidoreductases
  • methionine synthase reductase
  • Ferredoxin-NADP Reductase
  • dimethyl sulfoxide reductase