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
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| 刊名 | CARBOHYDRATE RESEARCH
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| 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 |
| DOI | 10.1016/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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