Skip to main page content
Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2018 Apr 1;26(7):1374-1377.
doi: 10.1016/j.bmc.2017.08.008. Epub 2017 Aug 31.

Towards Semisynthetic Natural Compounds With a Biaryl Axis: Oxidative Phenol Coupling in Aspergillus Niger

Affiliations

Towards Semisynthetic Natural Compounds With a Biaryl Axis: Oxidative Phenol Coupling in Aspergillus Niger

Katharina Gloria Hugentobler et al. Bioorg Med Chem. .

Abstract

Regio- and stereoselective phenol coupling is difficult to achieve using synthetic strategies. However, in nature, cytochrome P450 enzyme-mediated routes are employed to achieve complete axial stereo- and regiocontrol in the biosynthesis of compounds with potent bioactivity. Here, we report a synthetic biology approach whereby the bicoumarin metabolic pathway in Aspergillus niger was specifically tailored towards the formation of new coupling products. This strategy represents a manipulation of the bicoumarin pathway in A. niger via interchange of the phenol-coupling biocatalyst and could be applied to other components of the pathway to access a variety of atropisomeric natural product derivatives.

Keywords: Atropisomers; Coumarins; Fungal gene expression; Natural compounds; Oxidative phenol coupling.

Similar articles

See all similar articles

Cited by 1 article

Publication types

MeSH terms

LinkOut - more resources

Feedback