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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![]() ![]() ![]() | |
2023 | |
Source Publication | ACTA PHARMACEUTICA SINICA B
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ISSN | 2211-3843 |
Volume | 13Issue:11Pages:4638-4654 |
Abstract | 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. |
Keyword | 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 ID | WOS:001108208300001 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.kib.ac.cn/handle/151853/74849 |
Collection | 中国科学院昆明植物研究所 |
Recommended Citation 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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10.1016_j.apsb.2023.(2988KB) | 期刊论文 | 出版稿 | 开放获取 | CC BY-NC-SA | View Download |
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