Regio- and stereoselective oxidative phenol coupling in Aspergillus niger

Angew Chem Int Ed Engl. 2012 Sep 24;51(39):9788-91. doi: 10.1002/anie.201203603. Epub 2012 Sep 3.

Abstract

Piecing it together: Aspergillus niger produces kotanin by dimerization of the monomeric, polyketide-synthase-derived (PKS) 7-demethylsiderin. A combined approach, comprising bioinformatics and gene-deletion experiments, identified the biosynthetic cluster responsible for kotanin production. Homology modeling and substrate docking provide a rationale for the regio- and stereoselective phenol coupling reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspergillus niger / chemistry
  • Aspergillus niger / enzymology
  • Aspergillus niger / metabolism*
  • Coumarins / chemistry
  • Coumarins / metabolism*
  • Models, Molecular
  • Oxidative Coupling
  • Phenols / chemistry
  • Phenols / metabolism*
  • Polyketides / chemistry
  • Polyketides / metabolism*
  • Stereoisomerism

Substances

  • Coumarins
  • Phenols
  • Polyketides
  • kotanin