Synthesis of chiral epsilon-lactones in a two-enzyme system of cyclohexanone mono-oxygenase and formate dehydrogenase with integrated bubble-free aeration

S Rissom, Ulrich Schwarz-Linek, M Vogel, VI Tishkov, U Kragl

Research output: Contribution to journalArticlepeer-review

80 Citations (Scopus)

Abstract

A two-enzyme system consisting of a cyclohexanone mono-oxygenase from Acinetobacter NCIMB 9871 and a protein-engineered formate dehydrogenase for the regeneration of the cofactor NADPH was used for the synthesis of chiral epsilon-lactones. 4-Methylcyclohexanone was used as the model substrate yielding (S)-(-)-5-methyl-oxepane-2-one with high chemical and enantiomeric purity. Syntheses were carried out in a repetitive-batch reactor with integrated bubble-free aeration by means of a thin-walled silicon tube. (C) 1997 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)2523-2526
Number of pages4
JournalTetrahedron: Asymmetry
Volume8
Issue number15
DOIs
Publication statusPublished - 14 Aug 1997

Keywords

  • BAEYER-VILLIGER OXIDATION
  • REGIOSELECTIVITY
  • KETONES

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