Optimization of enantioselective synthesis of methyl (R)-2-chloromandelate by whole cells of Saccharomyces cerevisiae

Biotechnol Lett. 2010 Oct;32(10):1529-31. doi: 10.1007/s10529-010-0396-4. Epub 2010 Sep 7.

Abstract

Methyl (R)-2-chloromandelate, a key intermediate in the synthesis of clopidogrel, was obtained by the reduction of methyl-2-chlorobenzoylformate using whole cells of Saccharomyces cerevisiae. A 100% conversion and 96.1% of enantiomeric excess (ee) value was obtained when 17 methyl-2-chlorobenzoylformate/l was reacted with 8 g S. cerevisiae/l and 83 g glucose/l at pH 7.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biotransformation
  • Glucose / metabolism
  • Hydrogen-Ion Concentration
  • Mandelic Acids / chemistry
  • Mandelic Acids / metabolism*
  • Phenylacetates / metabolism
  • Saccharomyces cerevisiae / genetics
  • Saccharomyces cerevisiae / metabolism*
  • Stereoisomerism

Substances

  • Mandelic Acids
  • Phenylacetates
  • methyl 2-chlorobenozylformate
  • methyl 2-chloromandelate
  • Glucose