A novel reductase from Candida albicans for the production of ethyl (S)-4-chloro-3-hydroxybutanoate

Biosci Biotechnol Biochem. 2012;76(6):1210-2. doi: 10.1271/bbb.120048. Epub 2012 Jun 7.

Abstract

A novel NADPH-dependent reductase (CaCR) from Candida albicans was cloned for the first time. It catalyzed asymmetric reduction to produce ethyl (S)-4-chloro-3-hydroxybutanoate ((S)-CHBE). It contained an open reading frame of 843 bp encoding 281 amino acids. When co-expressed with a glucose dehydrogenase in Escherichia coli, recombinant CaCR exhibited an activity of 5.7 U/mg with ethyl 4-chloro-3-oxobutanoate (COBE) as substrate. In the biocatalysis of COBE to (S)-CHBE, 1320 mM (S)-CHBE was obtained without extra NADP+/NADPH in a water/butyl acetate system, and the optical purity of the (S)-isomer was higher than 99% enantiomeric excess.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Acetoacetates / chemistry
  • Acetoacetates / metabolism
  • Amino Acid Sequence
  • Biocatalysis
  • Butyrates / chemical synthesis
  • Butyrates / metabolism*
  • Candida albicans / enzymology*
  • Candida albicans / genetics
  • Cloning, Molecular
  • Escherichia coli / enzymology
  • Escherichia coli / genetics
  • Escherichia coli Proteins / chemistry
  • Escherichia coli Proteins / genetics
  • Escherichia coli Proteins / metabolism*
  • Fungal Proteins / chemistry
  • Fungal Proteins / genetics
  • Fungal Proteins / metabolism*
  • Gene Expression
  • Glucose Dehydrogenases / chemistry
  • Glucose Dehydrogenases / genetics
  • Glucose Dehydrogenases / metabolism*
  • Molecular Sequence Data
  • NADP / metabolism
  • Open Reading Frames
  • Oxidoreductases / chemistry
  • Oxidoreductases / genetics
  • Oxidoreductases / metabolism*
  • Plasmids / chemistry
  • Plasmids / genetics
  • Stereoisomerism
  • Water / chemistry

Substances

  • Acetates
  • Acetoacetates
  • Butyrates
  • Escherichia coli Proteins
  • Fungal Proteins
  • ethyl 4-chloro-3-hydroxybutanoate
  • Water
  • butyl acetate
  • NADP
  • ethyl 4-chloro-3-oxobutanoate
  • Oxidoreductases
  • Glucose Dehydrogenases