中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
Construction of triazolyl bidentate glycoligands (TBGs) by grafting of 3-azidocoumarin to epimeric pyranoglycosides via a fluorogenic dual click reaction

文献类型:期刊论文

作者Xue, Jia-Lu1,2; He, Xiao-Peng1,2; Yang, Jin-Wei1,2; Shi, De-Tai1,2; Cheng, Chao-Ying1,2; Xie, Juan3; Chen, Guo-Rong1,2; Chen, Kaixian1,2,4
刊名CARBOHYDRATE RESEARCH
出版日期2012-12-01
卷号363页码:38-42
关键词Triazolyl bidentate glycoligand (TBG) Click chemistry Coumarin Fluorogenic chemistry Chemosensor
ISSN号0008-6215
DOI10.1016/j.carres.2012.10.001
文献子类Article
英文摘要Glycoligands, which feature a glycoside as the central template incorporating Lewis bases as metal chelation sites and various fluorophores as the chemical reporter, represent a range of interesting scaffolds for development of chemosensors. Here, new types of triazolyl bidentate glycoligands (TBGs) based on the grafting of 3-azidocoumarin to the C2,3- or C4,6-positions of three epimeric pyranoglycosides including a glucoside, a galactoside, and a mannoside were efficiently synthesized via a fluorogenic dual click reaction assisted by microwave irradiation. The desired TBGs were afforded in high conversion rates (>90%) and reasonable yields (similar to 70%). Moreover, a preliminary optical study of two hydroxyl-free glucoside-based TBGs indicates that these compounds are strongly fluorescent in pure water, implying their potential for ion detections in aqueous media. (C) 2012 Elsevier Ltd. All rights reserved.
WOS关键词TERMINAL ALKYNES ; EFFICIENT SYNTHESIS ; CHEMISTRY ; SUGAR ; INHIBITORS ; LIGANDS ; SENSOR ; AZIDES ; GLYCOCLUSTERS ; DERIVATIVES
资助项目National Natural Science Foundation of China[21176076] ; National Natural Science Foundation of China[21202045] ; Fundamental Research Funds for the Central Universities[WK1013002] ; China Postdoctoral Science Foundation[2011M500069] ; China Postdoctoral Science Foundation[2012T50400]
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
语种英语
WOS记录号WOS:000310924600007
出版者ELSEVIER SCI LTD
源URL[http://119.78.100.183/handle/2S10ELR8/277865]  
专题药物发现与设计中心
中科院受体结构与功能重点实验室
新药研究国家重点实验室
通讯作者He, Xiao-Peng
作者单位1.E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;
2.E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;
3.ENS Cachan, Inst Alembert, PPSM, F-94235 Cachan, France;
4.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
推荐引用方式
GB/T 7714
Xue, Jia-Lu,He, Xiao-Peng,Yang, Jin-Wei,et al. Construction of triazolyl bidentate glycoligands (TBGs) by grafting of 3-azidocoumarin to epimeric pyranoglycosides via a fluorogenic dual click reaction[J]. CARBOHYDRATE RESEARCH,2012,363:38-42.
APA Xue, Jia-Lu.,He, Xiao-Peng.,Yang, Jin-Wei.,Shi, De-Tai.,Cheng, Chao-Ying.,...&Chen, Kaixian.(2012).Construction of triazolyl bidentate glycoligands (TBGs) by grafting of 3-azidocoumarin to epimeric pyranoglycosides via a fluorogenic dual click reaction.CARBOHYDRATE RESEARCH,363,38-42.
MLA Xue, Jia-Lu,et al."Construction of triazolyl bidentate glycoligands (TBGs) by grafting of 3-azidocoumarin to epimeric pyranoglycosides via a fluorogenic dual click reaction".CARBOHYDRATE RESEARCH 363(2012):38-42.

入库方式: OAI收割

来源:上海药物研究所

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