Financial support of this work by the DFG within the scope of SPP1152 is gratefully acknowledged. We thank V. Brecht for technical assistance and Prof. Dr. Ing. V. Meyer, Institut für Biotechnologie, TU Berlin (Germany) for the plasmid pMA171.
Regio- and Stereoselective Oxidative Phenol Coupling in Aspergillus niger†
Article first published online: 3 SEP 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 39, pages 9788–9791, September 24, 2012
How to Cite
Gil Girol, C., Fisch, K. M., Heinekamp, T., Günther, S., Hüttel, W., Piel, J., Brakhage, A. A. and Müller, M. (2012), Regio- and Stereoselective Oxidative Phenol Coupling in Aspergillus niger . Angew. Chem. Int. Ed., 51: 9788–9791. doi: 10.1002/anie.201203603
- Issue published online: 19 SEP 2012
- Article first published online: 3 SEP 2012
- Manuscript Revised: 5 JUN 2012
- Manuscript Received: 9 MAY 2012
- CC coupling;
- natural products;
Piecing it together: Aspergillus niger produces kotanin (see structure) 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.