1,10/1,11-Cyclization catalyzed by diverged plant sesquiterpene synthases is dependent on a single residue

doi:10.1039/d1ob00827g

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	1,10/1,11-Cyclization catalyzed by diverged plant sesquiterpene synthases is dependent on a single residue
	Huang,Jin-Quan ; Li,Dong-Mei ; Li,Jian-Xu ; Lin,Jia-Ling ; Tian,Xiu ; Wang,Ling-Jian ; Chen,Xiao-Ya ; Fang,Xin
	2021
发表期刊	ORGANIC & BIOMOLECULAR CHEMISTRY
ISSN	1477-0520
卷号	19 期号:30 页码:6650-6656
摘要	The exquisite chemodiversity of terpenoids is the product of the large diverse terpene synthase (TPS) superfamily. Here, by using structural and phylogenetic analyses and site-directed mutagenesis, we identified a residue (Cys440 in Nicotiana tabacum 5-epi-aristolochene synthase) proximal to an ion-binding motif common to all TPSs and named the (NSE)-N-pre/DTE residue, which determines the product specificity of sesquiterpene synthases from different plant species. In sesquiterpene synthases catalyzing 1,10-cyclization (1,10-cyclases) of farnesyl diphosphate, mutation of the residue in both specific and promiscuous 1,10-cyclases from different lineages leads to the accumulation of monocyclic germacrene A-11-ol, which is short-circuited from complex cyclization cascades, suggesting a key role of this residue in generating the first common intermediate of 1,10-cyclization. Altering this residue in a specific 1,11-cyclase results in alternative 1,10-cyclization products. Moreover, the (NSE)-N-pre/DTE residue can be harnessed to engineer highly specific sesquiterpene synthases for an improved proportion of high-value terpenoids, such as patchoulol, a main constituent of several traditional Chinese medicines that could treat SARS-CoV-2.
关键词	ACTIVE-SITE RESIDUES ARISTOLOCHENE SYNTHASE ARTEMISIA-ANNUA BIOLOGY IDENTIFICATION BIOSYNTHESIS EXPRESSION CLONING GENES
DOI	10.1039/d1ob00827g
WOS记录号	WOS:000673751500001
引用统计	被引频次：4[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/73697
专题	中国科学院昆明植物研究所
作者单位	1.[Huang, Jin-Quan 2.Yunnan Univ, Kunming, Yunnan, Peoples R China 3.Li, Jian-Xu 4.Lin, Jia-Ling 5.Tian, Xiu 6.Wang, Ling-Jian 7.Chinese Acad Sci, CAS Ctr Excellence Mol Plant Sci, Inst Plant Physiol & Ecol, Natl Key Lab Plant Mol Genet, Shanghai, Peoples R China 8.[Li, Dong-Mei 9.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming, Yunnan, Peoples R China 10.ShanghaiTech Univ, Sch Life Sci & Technol, Shanghai, Peoples R China
推荐引用方式 GB/T 7714	Huang,Jin-Quan,Li,Dong-Mei,Li,Jian-Xu,et al. 1,10/1,11-Cyclization catalyzed by diverged plant sesquiterpene synthases is dependent on a single residue[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2021,19(30):6650-6656.
APA	Huang,Jin-Quan.,Li,Dong-Mei.,Li,Jian-Xu.,Lin,Jia-Ling.,Tian,Xiu.,...&Fang,Xin.(2021).1,10/1,11-Cyclization catalyzed by diverged plant sesquiterpene synthases is dependent on a single residue.ORGANIC & BIOMOLECULAR CHEMISTRY,19(30),6650-6656.
MLA	Huang,Jin-Quan,et al."1,10/1,11-Cyclization catalyzed by diverged plant sesquiterpene synthases is dependent on a single residue".ORGANIC & BIOMOLECULAR CHEMISTRY 19.30(2021):6650-6656.

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