Biotransformation of β-ketosulfides to produce chiral β-hydroxysulfoxides

H. L. Holland, F. M. Brown, F. Barrett, J. French, D. V. Johnson

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17 Scopus citations


The biotransformations of a series of substituted phenylthio-2-propanone and benzylthio-2-propanone were carried out using Helminthosporium sp. NRRL 4671, Mortierella isabellina ATCC 42613, or Rhodococcus erythropolis IGTS8. Several products gave microbial oxidation of sulfide to sulfoxide and reduction of carbonyl to secondary alcohol, producing β-hydroxysulfoxides in medium to high enantiomeric and diastereomeric purities. Fungal biotransformations using Helminthosporium sp. and M. isabellina resulted in the opposite sulfoxide configurations of various β-hydroxysulfoxide products.

Original languageEnglish (US)
Pages (from-to)292-301
Number of pages10
JournalJournal of Industrial Microbiology and Biotechnology
Issue number5
StatePublished - May 1 2003
Externally publishedYes


  • Biocatalysis
  • Biotransformation
  • Carbonyl reduction
  • Helminthosporium sp. NRRL 4671
  • Mortierella isabellina ATCC 42613
  • Rhodococcus erythropolis IGTS8
  • Sulfoxidation


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