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Reliable Chemical Synthesis of UDP-3-O-[(R)-3-Hydroxydecanoyl]-GlcNAc: The Native Substrate of Pseudomonas aeruginosa LpxC

文献类型：期刊论文

作者Wei, Jingyang1,2; Fan, Yuanpei1,3; Kuang, Banhao1,4; Zhu, Xinhao1; Zhang, Xiaojuan1; Zhu, Yugen1,2,4
刊名ORGANIC LETTERS
出版日期2024-12-04
卷号26期号:50页码:10870-10874
ISSN号1523-7060
DOI10.1021/acs.orglett.4c04042
通讯作者Zhang, Xiaojuan(zhangxiaojuan@zidd.ac.cn) ; Zhu, Yugen(zhuyg86@163.com)
英文摘要Herein, we describe a reliable and efficient approach for the first chemical synthesis of biologically significant and complex 3-O-(R-3-hydroxydecanoyl) modified uridine diphosphate N-acetylglucosamine that is the native substrate of LpxC involved in the biosynthesis of the cell wall of Pseudomonas aeruginosa. The synthetic protocol provides a successful example for the reliable preparation of modified nucleoside diphosphate sugar, which features judiciously selected protecting groups, the formation of pyrophosphate linkage with 5 '-phosphate nucleoside as nucleophile, and the straightforward purification process.
WOS关键词ENERGIEREICHEN PHOSPHATE ; EFFICIENT SYNTHESIS ; SUGAR NUCLEOTIDES ; ZUR CHEMIE ; GLYCOSYLATION ; BIOSYNTHESIS ; REACTIVITY ; INHIBITORS ; MANNOSE
资助项目Youth Innovation Promotion Association of the Chinese Academy of Sciences[2020258] ; Youth Innovation Promotion Association of CAS
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001370924900001
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/314998]  
专题中国科学院上海药物研究所
通讯作者Zhang, Xiaojuan; Zhu, Yugen
作者单位1.Chinese Acad Sci, Zhongshan Inst Drug Discovery, Shanghai Inst Mat Med, Zhongshan 528400, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Yunnan Univ, Key Lab Med Chem Nat Resource, Minist Educ, Kunming 650091, Yunnan, Peoples R China
4.Southern Med Univ, Sch Pharmaceut Sci, Guangzhou 510515, Peoples R China
推荐引用方式
GB/T 7714		 Wei, Jingyang,Fan, Yuanpei,Kuang, Banhao,et al. Reliable Chemical Synthesis of UDP-3-O-[(R)-3-Hydroxydecanoyl]-GlcNAc: The Native Substrate of Pseudomonas aeruginosa LpxC[J]. ORGANIC LETTERS,2024,26(50):10870-10874.
APA Wei, Jingyang,Fan, Yuanpei,Kuang, Banhao,Zhu, Xinhao,Zhang, Xiaojuan,&Zhu, Yugen.(2024).Reliable Chemical Synthesis of UDP-3-O-[(R)-3-Hydroxydecanoyl]-GlcNAc: The Native Substrate of Pseudomonas aeruginosa LpxC.ORGANIC LETTERS,26(50),10870-10874.
MLA Wei, Jingyang,et al."Reliable Chemical Synthesis of UDP-3-O-[(R)-3-Hydroxydecanoyl]-GlcNAc: The Native Substrate of Pseudomonas aeruginosa LpxC".ORGANIC LETTERS 26.50(2024):10870-10874.

入库方式： OAI收割

来源：上海药物研究所

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