Exploring the Substrate Scope of Baeyer–Villiger Monooxygenases with Branched Lactones as Entry towards Polyesters

Marie Delgove, Maximilian Fürst, Marco Fraaije, Katrien Bernaerts, Stefaan de Wildeman*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Baeyer–Villiger monooxygenases (BVMOs) are biocatalysts that are able to convert cyclic ketones into lactones by the insertion of oxygen. The aim of this study was to explore the substrate scope of several BVMOs with (biobased) cyclic ketones as precursors for the synthesis of branched polyesters. The product structure and the degree of conversion of several biotransformations were determined after conversions by using self‐sufficient BVMOs. Full regioselectivity towards the normal lactones of jasmatone and menthone was observed, whereas the oxidation of other substrates such as α,β‐thujone and 3,3,5‐trimethylcyclohexanone resulted in mixtures of regioisomers. This exploration of the substrate scope of both established and newly discovered BVMOs towards biobased ketones contributes to the development of branched polyesters from renewable resources.
Original languageEnglish
Pages (from-to)354-360
Number of pages7
JournalChembiochem
Volume19
Issue number4
DOIs
Publication statusPublished - 16 Feb 2018

Keywords

  • BIOCATALYST
  • CRYSTAL-STRUCTURE
  • CYCLOHEXANONE MONOOXYGENASE
  • CYCLOPENTADECANONE MONOOXYGENASE
  • ESCHERICHIA-COLI
  • KETONES
  • MICROBIOLOGICAL TRANSFORMATIONS
  • OXIDATIONS
  • RENEWABLE-RESOURCE
  • WHOLE-CELLS
  • ketones
  • lactones
  • monooxygenases
  • oxidoreductases
  • polyesters

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