Identification of key amino acid residues determining product specificity of 2,3-oxidosqualene cyclase in Oryza species

doi:10.1111/nph.15080

	Identification of key amino acid residues determining product specificity of 2,3-oxidosqualene cyclase in Oryza species
	Xue, Zheyong ; Tan, Zhengwei 2,3; Huang, Ancheng ; Zhou, Yuan 2; Sun, Juncong 2; Wang, Xiaoning 4; Thimmappa, Ramesha B.; Stephenson, Michael J.; Osbourn, Anne 1; Qi, Xiaoquan
	2018
发表期刊	NEW PHYTOLOGIST
ISSN	0028-646X
卷号	218 期号:3 页码:1076-1088
摘要	Triterpene synthases, also known as 2,3-oxidosqualene cyclases (OSCs), synthesize diverse triterpene skeletons that form the basis of an array of functionally divergent steroids and triterpenoids. Tetracyclic and pentacyclic triterpene skeletons are synthesized via protosteryl and dammarenyl cations, respectively. The mechanism of conversion between two scaffolds is not well understood. Here, we report a promiscuous OSC from rice (Oryza sativa) (OsOS) that synthesizes a novel pentacyclic triterpene orysatinol as its main product. The OsOS gene is widely distributed in indica subspecies of cultivated rice and in wild rice accessions. Previously, we have characterized a different OSC, OsPS, a tetracyclic parkeol synthase found in japonica subspecies. Phylogenetic and protein structural analyses identified three key amino acid residues (#732, #365, #124) amongst 46 polymorphic sites that determine functional conversion between OsPS and OsOS, specifically, the chair-semi(chair)-chair and chair-boat-chair interconversions. The different orientation of a fourth amino acid residue Y257 was shown to be important for functional conversion The discovery of orysatinol unlocks a new path to triterpene diversity in nature. Our findings also reveal mechanistic insights into the cyclization of oxidosqualene into tetra- and pentacyclic skeletons, and provide a new strategy to identify key residues determining OSC specificity.
关键词	chemical diversity conformation orysatinol oxidosqualene cyclase (OSC) parkeol product specificity rice triterpene
学科领域	Plant Sciences
DOI	10.1111/nph.15080
收录类别	SCI
语种	英语
WOS关键词	OXIDOSQUALENE-LANOSTEROL CYCLASE ; CYCLOARTENOL SYNTHASE ; INFLUENCES CYCLIZATION ; STERIC BULK ; RICE ; BIOSYNTHESIS ; EVOLUTION ; MUTATION ; REARRANGEMENT ; ISOLEUCINE
WOS记录号	WOS:000430127000022
出版者	WILEY
Special Issue	SI
文献子类	Article
出版地	HOBOKEN
EISSN	1469-8137
资助机构	National Natural Science Foundation of China (NSFC)National Natural Science Foundation of China (NSFC) [31370337, 31530050] ; National Basic Research Program of China (973 Program)National Basic Research Program of China [2013CB127000] ; China Scholarship Council (CSC)China Scholarship Council ; Centre of Excellence for Plant and Microbial Sciences (CEPAMS) ; John Innes Centre ; Chinese Academy of SciencesChinese Academy of Sciences ; UK Biotechnology and Biological Sciences Research Council (BBSRC)UK Research & Innovation (UKRI)Biotechnology and Biological Sciences Research Council (BBSRC) ; Chinese Academy of Sciences (CAS)Chinese Academy of Sciences [CPM11] ; European UnionEuropean Commission [KBBE-2013-7 (TriForC)] ; Joint Engineering and Physical Sciences Research Council/BBSRCUK Research & Innovation (UKRI)Biotechnology and Biological Sciences Research Council (BBSRC)Engineering & Physical Sciences Research Council (EPSRC) [BB/L014130/1] ; BBSRC Institute Strategic Programme Grant 'Molecules from Nature'UK Research & Innovation (UKRI)Biotechnology and Biological Sciences Research Council (BBSRC) [BB/P012523/1] ; John Innes Foundation ; BBSRCUK Research & Innovation (UKRI)Biotechnology and Biological Sciences Research Council (BBSRC) [BB/L014130/1, BBS/E/J/000PR9790] Funding Source: UKRI
作者邮箱	anne.osbourn@jic.ac.uk ; xqi@ibcas.ac.cn
作品OA属性	hybrid
引用统计	被引频次：33[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.ibcas.ac.cn/handle/2S10CLM1/20725
专题	中科院植物分子生理学重点实验室
作者单位	1.Chinese Acad Sci, Key Lab Plant Mol Physiol, Inst Bot, Beijing 100093, Peoples R China 2.John Innes Ctr, Dept Metab Biol, Norwich Res Pk, Norwich NR4 7UH, Norfolk, England 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.Henan Acad Agr Sci, Henan Sesame Res Ctr, Zhengzhou 450002, Henan, Peoples R China 5.Shandong Univ, Sch Pharmaceut Sci, Minist Educ, Dept Nat Prod Chem,Key Lab Chem Biol, 44 West Wenhua Rd, Jinan 250012, Shandong, Peoples R China
推荐引用方式 GB/T 7714	Xue, Zheyong,Tan, Zhengwei,Huang, Ancheng,et al. Identification of key amino acid residues determining product specificity of 2,3-oxidosqualene cyclase in Oryza species[J]. NEW PHYTOLOGIST,2018,218(3):1076-1088.
APA	Xue, Zheyong.,Tan, Zhengwei.,Huang, Ancheng.,Zhou, Yuan.,Sun, Juncong.,...&Qi, Xiaoquan.(2018).Identification of key amino acid residues determining product specificity of 2,3-oxidosqualene cyclase in Oryza species.NEW PHYTOLOGIST,218(3),1076-1088.
MLA	Xue, Zheyong,et al."Identification of key amino acid residues determining product specificity of 2,3-oxidosqualene cyclase in Oryza species".NEW PHYTOLOGIST 218.3(2018):1076-1088.

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