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Enantiorecognition of planar "metallocenic" chirality by a nitrile hydratase/amidase bienzymatic system

Org Biomol Chem. 2016 May 11;14(19):4393-9. doi: 10.1039/c6ob00689b.

Abstract

For the first time, a bacterial strain expressing a nitrile hydratase/amidase activity was able to recognize a planar element of chirality: Rhodococcus rhodochrous PA-34 whole cells catalysed with a high level of enantioselectivity the biotransformation of a novel nitrile ferrocene derivative into its corresponding amide and/or acid. An important parameter in the enzymatic recognition is the choice of the inducer selected for the bacterial growth phase.

MeSH terms

  • Amidohydrolases / metabolism*
  • Biocatalysis
  • Biotransformation
  • Ferrous Compounds / chemistry
  • Ferrous Compounds / metabolism
  • Hydro-Lyases / metabolism*
  • Metallocenes / chemistry
  • Metallocenes / metabolism
  • Rhodococcus / enzymology
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Ferrous Compounds
  • Metallocenes
  • Amidohydrolases
  • amidase
  • Hydro-Lyases
  • nitrile hydratase
  • ferrocene