Unraveling the serial glycosylation in the biosynthesis of steroidal saponins in the medicinal plant Paris polyphylla and their antifungal action

doi:10.1016/j.apsb.2023.05.033

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	Unraveling the serial glycosylation in the biosynthesis of steroidal saponins in the medicinal plant Paris polyphylla and their antifungal action
	Chen,Yuegui; Yan,Qin; Ji,Yunheng; Bai,Xue; Li,Desen; Mu,Rongfang; Guo,Kai; Yang,Minjie; Tao,Yang; Gershenzon,Jonathan; Liu,Yan; Li,Shenghong
	2023
发表期刊	ACTA PHARMACEUTICA SINICA B
ISSN	2211-3843
卷号	13 期号:11 页码:4638-4654
摘要	Sugar-sugar glycosyltransferases play important roles in constructing complex and bioactive saponins. Here, we characterized a series of UDP-glycosyltransferases responsible for biosynthesizing the branched sugar chain of bioactive steroidal saponins from a widely known medicinal plant Paris poly-phylla var. yunnanensis. Among them, a 20-O-rhamnosyltransferase and three 60-O-glucosyltrasferases catalyzed a cascade of glycosylation to produce steroidal diglycosides and triglycosides, respectively. These UDP-glycosyltransferases showed astonishing substrate promiscuity, resulting in the generation of a panel of 24 terpenoid glycosides including 15 previously undescribed compounds. A mutant library containing 44 variants was constructed based on the identification of critical residues by molecular dock-ing simulations and protein model alignments, and a mutant UGT91AH1Y187A with increased catalytic efficiency was obtained. The steroidal saponins exhibited remarkable antifungal activity against four widespread strains of human pathogenic fungi attributed to ergosterol-dependent damage of fungal cell membranes, and 20-O-rhamnosylation appeared to correlate with strong antifungal effects. The findings elucidated the biosynthetic machinery for their production of steroidal saponins and revealed their potential as new antifungal agents.
关键词	Paris polyphylla var. yunnanensis Steroidal saponins Glycosyltransferases Sugar chain elongation Antifungal activity CHEMICAL-CONSTITUENTS GLYCOSYLTRANSFERASES GLYCOSIDES DIVERSITY CULTIVATION PATHWAY FAMILY PARTS GENUS STEP
DOI	10.1016/j.apsb.2023.05.033
WOS记录号	WOS:001108208300001
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/74849
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Chen,Yuegui,Yan,Qin,Ji,Yunheng,et al. Unraveling the serial glycosylation in the biosynthesis of steroidal saponins in the medicinal plant Paris polyphylla and their antifungal action[J]. ACTA PHARMACEUTICA SINICA B,2023,13(11):4638-4654.
APA	Chen,Yuegui.,Yan,Qin.,Ji,Yunheng.,Bai,Xue.,Li,Desen.,...&Li,Shenghong.(2023).Unraveling the serial glycosylation in the biosynthesis of steroidal saponins in the medicinal plant Paris polyphylla and their antifungal action.ACTA PHARMACEUTICA SINICA B,13(11),4638-4654.
MLA	Chen,Yuegui,et al."Unraveling the serial glycosylation in the biosynthesis of steroidal saponins in the medicinal plant Paris polyphylla and their antifungal action".ACTA PHARMACEUTICA SINICA B 13.11(2023):4638-4654.

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