Methane monooxygenase biotransformations: Highly stereoselective hydroxylation of 3-methylcyclohexene by methane monooxygenase: Steric and electronic effects on product distribution

David J. Leak, Stephen L.R. Ellison, Christopher Murricane, Peter B. Baker

Research output: Contribution to journalArticle

Abstract

Cell extracts containing soluble methane monooxygenase from Methylococcus capsulatus, Methylosinus sporium and Methylosinus trichosporium converted 3-methylcyclohexene to predominantly cis-4-methylcyclohex-2-enol, contrary to an earlier suggestion of rearrangement products. In the case of M. capsulatus extracts, this comprised 90% of the total products. The product mixture was consistent with predictions based on chemical reactivity of the substrate, steric effects in the substrate and products and enzymic constraints operating in concert.

Original languageEnglish
Pages (from-to)197-204
Number of pages8
JournalBiocatalysis and Biotransformation
Volume1
Issue number3
DOIs
Publication statusPublished - 1 Jan 1988

Keywords

  • Hydroxylation stereospecificity
  • Methylococcus capsulatus
  • Methylosinus sporium
  • Methylosinus trichosporium
  • Monooxygenase

ASJC Scopus subject areas

  • Biotechnology
  • Catalysis
  • Biochemistry

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