First enantiodivergent Baeyer-Villiger oxidation by recombinant whole-cells expressing two monooxygenases from Brevibacterium

Bioorg Med Chem Lett. 2003 Apr 17;13(8):1479-82. doi: 10.1016/s0960-894x(03)00137-9.

Abstract

Microbial Baeyer-Villiger oxidations of representative mesomeric ketones with recombinant Escherichia coli cells expressing two monooxygenases from Brevibacterium were investigated. The two enzymes displayed enantiodivergent biotransformations on an array of structurally diverse substrates, allowing access to some key lactone intermediates in natural compound synthesis.

MeSH terms

  • Biotransformation
  • Brevibacterium / enzymology*
  • Escherichia coli / enzymology
  • Escherichia coli / genetics
  • Isoenzymes / genetics
  • Isoenzymes / metabolism
  • Ketones / chemistry*
  • Ketones / metabolism
  • Lactones / chemical synthesis*
  • Lactones / metabolism
  • Mixed Function Oxygenases / chemistry
  • Mixed Function Oxygenases / genetics
  • Mixed Function Oxygenases / metabolism*
  • Oxidation-Reduction
  • Recombinant Proteins / chemistry
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism
  • Stereoisomerism

Substances

  • Isoenzymes
  • Ketones
  • Lactones
  • Recombinant Proteins
  • Mixed Function Oxygenases