Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins

Prenylated indole alkaloids contain spirooxindole rings with a 3R or 3S carbon stereocenter, which determines their bioactivities, but the biocatalytic mechanism controlling the 3R- or 3S-spirooxindole formation was unclear. Here, the authors report the biochemical and structural characterization of...

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Autores principales:	Zhiwen Liu, Fanglong Zhao, Boyang Zhao, Jie Yang, Joseph Ferrara, Banumathi Sankaran, B. V. Venkataram Prasad, Biki Bapi Kundu, George N. Phillips, Yang Gao, Liya Hu, Tong Zhu, Xue Gao
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Science Q
Acceso en línea:	https://doaj.org/article/4b7a611c36bc4e4eb026f676456db539
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spelling	oai:doaj.org-article:4b7a611c36bc4e4eb026f676456db5392021-12-02T18:33:59ZStructural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins10.1038/s41467-021-24421-02041-1723https://doaj.org/article/4b7a611c36bc4e4eb026f676456db5392021-07-01T00:00:00Zhttps://doi.org/10.1038/s41467-021-24421-0https://doaj.org/toc/2041-1723Prenylated indole alkaloids contain spirooxindole rings with a 3R or 3S carbon stereocenter, which determines their bioactivities, but the biocatalytic mechanism controlling the 3R- or 3S-spirooxindole formation was unclear. Here, the authors report the biochemical and structural characterization of the oxygenase/semipinacolase CtdE that catalyses the 3S-spirooxindole construction in the biosynthesis of 21R-citrinadin A.Zhiwen LiuFanglong ZhaoBoyang ZhaoJie YangJoseph FerraraBanumathi SankaranB. V. Venkataram PrasadBiki Bapi KunduGeorge N. PhillipsYang GaoLiya HuTong ZhuXue GaoNature PortfolioarticleScienceQENNature Communications, Vol 12, Iss 1, Pp 1-12 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Science Q
spellingShingle	Science Q Zhiwen Liu Fanglong Zhao Boyang Zhao Jie Yang Joseph Ferrara Banumathi Sankaran B. V. Venkataram Prasad Biki Bapi Kundu George N. Phillips Yang Gao Liya Hu Tong Zhu Xue Gao Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins
description	Prenylated indole alkaloids contain spirooxindole rings with a 3R or 3S carbon stereocenter, which determines their bioactivities, but the biocatalytic mechanism controlling the 3R- or 3S-spirooxindole formation was unclear. Here, the authors report the biochemical and structural characterization of the oxygenase/semipinacolase CtdE that catalyses the 3S-spirooxindole construction in the biosynthesis of 21R-citrinadin A.
format	article
author	Zhiwen Liu Fanglong Zhao Boyang Zhao Jie Yang Joseph Ferrara Banumathi Sankaran B. V. Venkataram Prasad Biki Bapi Kundu George N. Phillips Yang Gao Liya Hu Tong Zhu Xue Gao
author_facet	Zhiwen Liu Fanglong Zhao Boyang Zhao Jie Yang Joseph Ferrara Banumathi Sankaran B. V. Venkataram Prasad Biki Bapi Kundu George N. Phillips Yang Gao Liya Hu Tong Zhu Xue Gao
author_sort	Zhiwen Liu
title	Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins
title_short	Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins
title_full	Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins
title_fullStr	Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins
title_full_unstemmed	Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins
title_sort	structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/4b7a611c36bc4e4eb026f676456db539
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Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins

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