A template-based mnemonic for monoamine oxidase (MAO-N) catalyzed reactions and its application to the chemo-enzymatic deracemisation of the alkaloid (+/-)-crispine A

Chem Commun (Camb). 2007 Sep 21:(35):3640-2. doi: 10.1039/b710456a. Epub 2007 Aug 8.

Abstract

A template-based mnemonic has been developed for the enzyme monoamine oxidase from Aspergillus niger and has been used to successfully identify the alkaloid (+/-)-crispine A as a target for chemo-enzymatic deracemisation yielding the biologically active (R)-enantiomer in 97% e.e.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / metabolism
  • Aspergillus niger / enzymology*
  • Carduus / chemistry*
  • Catalysis
  • Isoquinolines / chemistry
  • Isoquinolines / isolation & purification*
  • Molecular Structure
  • Monoamine Oxidase / chemistry
  • Monoamine Oxidase / metabolism*
  • Oxidation-Reduction
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Alkaloids
  • Isoquinolines
  • crispine A
  • Monoamine Oxidase