Biosynthesis of neocarazostatin A reveals the sequential carbazole prenylation and hydroxylation in the tailoring steps

Huang, Sheng and Elsayed, Somayah Sameer and Lv, Meinan and Tabudravu, Jioji N. and Rateb, Mostafa E. and Gyampoh, Roland and Kyeremeh, Kwaku and Ebel, Rainer and Jaspars, Marcel and Deng, Zixin and Yu, Yi and Deng, Hai (2015) Biosynthesis of neocarazostatin A reveals the sequential carbazole prenylation and hydroxylation in the tailoring steps. Chemistry & Biology , 22 (12). pp. 1633-1642. ISSN 1074-5521

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Abstract

Neocarazostatin A (NZS) is a bacterial alkaloid with promising bioactivities against free radicals, featuring a tricyclic carbazole nucleus with a prenyl moiety at C-6 of the carbazole ring. Here, we report the discovery and characterization of the biosynthetic pathway of NZS through genome mining and gene inactivation. The in vitro assays characterized two enzymes: NzsA is a P450 hydroxylase and NzsG is a new phytoene-synthase-like prenyltransferase (PTase). This is the first reported native PTase that specifically acts on the carbazole nucleus. Finally, our in vitro reconstituted experiment demonstrated a coupled reaction catalyzed by NzsG and NzsA tailoring the NZS biosynthesis.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry
Divisions:	Faculty of Science, Technology and Environment (FSTE) > School of Biological and Chemical Sciences
Depositing User:	Fulori Nainoca - Waqairagata
Date Deposited:	17 May 2017 03:41
Last Modified:	03 Jul 2017 21:51
URI:	http://repository.usp.ac.fj/id/eprint/9893

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