Regio- and Stereoselective Oxidative Phenol Coupling in Aspergillus niger

Regio- and Stereoselective Oxidative Phenol Coupling in Aspergillus niger

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 pro...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-09, Vol.51 (39), p.9788-9791
Hauptverfasser: Gil Girol, Christian, Fisch, Katja M., Heinekamp, Thorsten, Günther, Stefan, Hüttel, Wolfgang, Piel, Jörn, Brakhage, Axel A., Müller, Michael
Format: Artikel
Sprache:eng
Schlagworte:
Aspergillus niger
Aspergillus niger - chemistry
Aspergillus niger - enzymology
Aspergillus niger - metabolism
biaryls
Bioinformatics
biosynthesis
Clusters
Coumarins - chemistry
Coumarins - metabolism
CC coupling
Dimerization
Docking
Homology
Joining
Models, Molecular
natural products
Oxidative Coupling
Phenol
Phenols - chemistry
Phenols - metabolism
polyketides
Polyketides - chemistry
Polyketides - metabolism
Stereoisomerism
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201203603