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Direct biocatalytic one-pot-transformation of cyclohexanol with molecular oxygen into ɛ-caprolactone

Authors
Journal
Enzyme and Microbial Technology
0141-0229
Publisher
Elsevier
Publication Date
Volume
53
Issue
4
Identifiers
DOI: 10.1016/j.enzmictec.2013.03.011
Keywords
  • Alcohol Dehydrogenase
  • Baeyer–Villiger Monooxygenase
  • Cyclohexanol
  • Cyclohexanone
  • ɛ-Caprolactone
  • Oxidation

Abstract

Abstract The development of a biocatalytic process concept for ɛ-caprolactone, which directly converts cyclohexanol as an easily available industrial raw material into the desired ɛ-caprolactone in a one-pot fashion while only requiring air as sole reagent, is reported. The desired product ɛ-caprolactone was obtained with 94–97% conversion when operating at a substrate concentration in the range of 20–60mM. At higher substrate concentrations, however, a significant drop of conversion was found. Subsequent detailed studies on the impact of the starting material, intermediate and product components revealed a significant inhibition and partial deactivation of the BVMO by the product ɛ-caprolactone (in particular at higher concentrations) as well as an inhibition of the BVMO by cyclohexanol and cyclohexanone.

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