Integrating a light-driven coenzyme regeneration system by expression of an alcohol dehydrogenase in phototrophic bacteria for synthesis of chiral alcohol

J Biotechnol. 2017 Oct 10:259:120-125. doi: 10.1016/j.jbiotec.2017.07.032. Epub 2017 Jul 29.

Abstract

Herein, we reported that Rhodobacter sphaeroides (R. sphaeroides) can be engineered by heterologous expression of an alcohol dehydrogenase (adh) from Leifsonia sp. to build a light-driven cofactor regeneration system for synthesis of chiral alcohol. The model substrate, 3'-chloroacetophenone, can be reduced by the engineered R. sphaeroides to (R)-1-(3-chlorophenyl) ethanol with an enantiomeric excess (e.e.) value of more than 99% in an n-hexane/aqueous biphasic media. This system, which is fully controlled by light, exhibited potential power to be an alternative cofactor regeneration platform for cheap synthesis of various chiral alcohols via the cloning other oxidoreductases with diverse characteristics.

Keywords: Asymmetric synthesis; Chiral alcohols; NAD(P)H regeneration; Oxidoreductases; Rhodobacter sphaeroides.

MeSH terms

  • Actinobacteria / enzymology
  • Actinobacteria / genetics
  • Alcohol Dehydrogenase / genetics
  • Alcohol Dehydrogenase / metabolism*
  • Alcohols / chemistry*
  • Alcohols / metabolism*
  • Bacterial Proteins / genetics
  • Bacterial Proteins / metabolism
  • Biotechnology / methods
  • Light
  • Metabolic Engineering / methods*
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism
  • Rhodobacter sphaeroides / genetics*
  • Rhodobacter sphaeroides / metabolism
  • Stereoisomerism
  • omega-Chloroacetophenone

Substances

  • Alcohols
  • Bacterial Proteins
  • Recombinant Proteins
  • omega-Chloroacetophenone
  • Alcohol Dehydrogenase