Elucidating the cyclization cascades in xiamycin biosynthesis by substrate synthesis and enzyme characterizations.

Abstract

Indolosesquiterpene xiamycin A features a pentacyclic core structure. The chemical synthesis of two key precursors, 3-farnesylindole and 3-(epoxyfarnesyl)-indole, allowed elucidation of the enzymatic cascades forming the pentacyclic ring system of xiamycin A by XiaO-catalyzed epoxidation and the membrane protein XiaH-catalyzed terpene cyclization. The substrate flexibility of XiaI, an indole oxygenase for assembly of the central ring, was also demonstrated.

DOI: 10.1021/ol503399b

Cite this paper

@article{Li2015ElucidatingTC, title={Elucidating the cyclization cascades in xiamycin biosynthesis by substrate synthesis and enzyme characterizations.}, author={Huixian Li and Yu Sun and Qingbo Zhang and Yiguang Zhu and Shu-Ming Li and Ang Li and Changsheng Zhang}, journal={Organic letters}, year={2015}, volume={17 2}, pages={306-9} }