Functional expression of Aspergillus niger P450 enzyme ?KtnC? that catalyzes a regio- and stereoselective intermolecular biaryl coupling

LAURA S. MAZZAFERRO; WOLFGANG HÜTTEL; CHRISTIAN GIL GIROL; OLEXANDR SHUSTER; MICHAEL MÜLLER

Manchester

Congreso; Biotrans 2013; 2013

The biaryl moiety is a structural element of a broad variety of natural products, many of them possessing interesting biological activities. These substances differ not only in the linkage of their molecular halves (regiochemistry) but also in the configuration of the biaryl axis (stereochemistry). The cytochrome P450 gen ?KtnC? was demonstrated to be responsible for the regio- and stereoselective oxidative phenol coupling step in the biosynthesis of kotanin by the fungus Aspergillus niger (Gil Girol et al., 2012). In this work, the fungus was shown to transcribe the ?KtnC? gen to mRNA after 6-7 days cultivation. The corresponding cDNA was cloned and expressed in Saccharomyces cerevisiae. The recombinant strain was able to catalyze the coupling of the monomer 7-demethylsiderin to the dimer orlandin when a whole-cell biocatalytic process was performed. The use of this and related enzymes opens up the possibility for the development of different biarylic compounds.