Enzymatic basis for stepwise C-glycosylation in the formation of flavonoid di-C-glycosides in sacred lotus (Nelumbo nucifera Gaertn.)

doi:10.1111/tpj.15168

	Enzymatic basis for stepwise C-glycosylation in the formation of flavonoid di-C-glycosides in sacred lotus (Nelumbo nucifera Gaertn.)
	Feng, Cheng-Yong ; Li, Shan-Shan ; Taguchi, Goro 5; Wu, Qian ; Yin, Dan-Dan ; Gu, Zhao-Yu ; Wu, Jie 8; Xu, Wen-Zhong ; Liu, Cheng ; Wang, Liang-Sheng
	2021
发表期刊	PLANT JOURNAL
ISSN	0960-7412
卷号	106 期号:2 页码:351-365
摘要	Lotus plumule, the embryo of the seed of the sacred lotus (Nelumbo nucifera), contains a high accumulation of secondary metabolites including flavonoids and possesses important pharmaceutical value. Flavonoid C-glycosides, which accumulate exclusively in lotus plumule, have attracted considerable attention in recent decades due to their unique chemical structure and special bioactivities. As well as mono-C-glycosides, lotus plumule also accumulates various kinds of di-C-glycosides by mechanisms which are as yet unclear. In this study we identified two C-glycosyltransferase (CGT) genes by mining sacred lotus genome data and provide in vitro and in planta evidence that these two enzymes (NnCGT1 and NnCGT2, also designated as UGT708N1 and UGT708N2, respectively) exhibit CGT activity. Recombinant UGT708N1 and UGT708N2 can C-glycosylate 2-hydroxyflavanones and 2-hydroxynaringenin C-glucoside, forming flavone mono-C-glycosides and di-C-glycosides, respectively, after dehydration. In addition, the above reactions were successfully catalysed by cell-free extracts from tobacco leaves transiently expressing NnCGT1 or NnCGT2. Finally, enzyme assays using cell-free extracts of lotus plumule suggested that flavone di-C-glycosides (vicenin-1, vicenin-3, schaftoside and isoschaftoside) are biosynthesized through sequentially C-glucosylating and C-arabinosylating/C-xylosylating 2-hydroxynaringenin. Taken together, our results provide novel insights into the biosynthesis of flavonoid di-C-glycosides by proposing a new biosynthetic pathway for flavone C-glycosides in N. nucifera and identifying a novel uridine diphosphate-glycosyltransferase (UGT708N2) that specifically catalyses the second glycsosylation, C-arabinosylating and C-xylosylating 2-hydroxynaringenin C-glucoside.
关键词	2‐ hydroxyflavanone C‐ glucosyltransferase C‐ arabinosyltransferase C‐ xylosyltransferase flavonoid C‐ glycosides Nelumbo nucifera sacred lotus
学科领域	Plant Sciences
DOI	10.1111/tpj.15168
收录类别	SCI
语种	英语
WOS关键词	FUNCTIONAL-CHARACTERIZATION ; PHYLOGENETIC ANALYSIS ; GLYCOSYLTRANSFERASES ; IDENTIFICATION ; BIOSYNTHESIS ; ANTIOXIDANT ; GLUCOSYLTRANSFERASE ; ISOSCHAFTOSIDE ; GLUCOSYLATION ; PUERARIN
WOS研究方向	Science Citation Index Expanded (SCI-EXPANDED)
WOS记录号	WOS:000636802200001
出版者	WILEY
文献子类	Article
出版地	HOBOKEN
EISSN	1365-313X
资助机构	Biological Resources Programme, Chinese Academy of Sciences [KFJ-BRP-007] ; Hebei Provincial Department of Science and Technology [18822911D]
作者邮箱	liucheng@ibcas.ac.cn ; wanglsh@ibcas.ac.cn
引用统计	被引频次：15[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/2S10CLM1/26434
专题	中科院北方资源植物重点实验室
作者单位	1.Chinese Acad Sci, Inst Bot, Key Lab Plant Resources, Beijing 100093, Peoples R China 2.Chinese Acad Sci, Inst Bot, Beijing Bot Garden, Beijing 100093, Peoples R China 3.Univ Chinese Acad Sci, Coll Agr, Beijing 100049, Peoples R China 4.Chinese Acad Sci, State Key Lab Plant Genom, Beijing 100101, Peoples R China 5.Chinese Acad Sci, Natl Ctr Plant Gene Res, Inst Genet & Dev Biol, Beijing 100101, Peoples R China 6.Shinshu Univ, Fac Text Sci & Technol, Dept Appl Biol, 3-15-1 Tokida, Ueda, Nagano 3868567, Japan 7.Chinese Acad Forestry, State Key Lab Tree Genet & Breeding, Beijing 100091, Peoples R China 8.China Agr Univ, Dept Ornamental Hort, Beijing 100193, Peoples R China 9.Chinese Acad Sci, Shenzhen Inst Adv Technol, Shenzhen 518055, Peoples R China
推荐引用方式 GB/T 7714	Feng, Cheng-Yong,Li, Shan-Shan,Taguchi, Goro,et al. Enzymatic basis for stepwise C-glycosylation in the formation of flavonoid di-C-glycosides in sacred lotus (Nelumbo nucifera Gaertn.)[J]. PLANT JOURNAL,2021,106(2):351-365.
APA	Feng, Cheng-Yong.,Li, Shan-Shan.,Taguchi, Goro.,Wu, Qian.,Yin, Dan-Dan.,...&Wang, Liang-Sheng.(2021).Enzymatic basis for stepwise C-glycosylation in the formation of flavonoid di-C-glycosides in sacred lotus (Nelumbo nucifera Gaertn.).PLANT JOURNAL,106(2),351-365.
MLA	Feng, Cheng-Yong,et al."Enzymatic basis for stepwise C-glycosylation in the formation of flavonoid di-C-glycosides in sacred lotus (Nelumbo nucifera Gaertn.)".PLANT JOURNAL 106.2(2021):351-365.

条目包含的文件
文件名称/大小	文献类型	版本类型	开放类型	使用许可
S1365313X_S1365313X2（1126KB）	期刊论文	出版稿	开放获取	CC BY-NC-SA	浏览请求全文