Creation of 3,4-bis-triazolocoumarin-sugar conjugates via flourogenic dual click chemistry and their quenching specificity with silver(I) in aqueous media
文献类型：期刊论文
| 作者 | He, Xiao-Peng1,2,3; Song, Zhuo1,2,3; Wang, Zhi-Zhou1,2,3; Shi, Xiao-Xin1,2,3; Chen, Kaixian1,2,3,4 ; Chen, Guo-Rong1,2,3
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| 刊名 | TETRAHEDRON
 |
| 出版日期 | 2011-05-13 |
| 卷号 | 67期号:19页码:3343-3347 |
| 关键词 | Fluorogenic Click chemistry Glycosyl coumarin Silver(I) Quenching |
| ISSN号 | 0040-4020 |
| DOI | 10.1016/j.tet.2011.03.068 |
| 文献子类 | Article |
| 英文摘要 | Fluorogenic click chemistry has recently emerged as an ingenious and powerful tool toward numerous biochemical purposes. We describe herein the use of dual click chemistry toward the fluorescence restoration of a fluorogenic coumarin on epimeric dipropargyl sugar scaffolds and their practical utility in selective metal ion detection. The dual click reactions were smoothly proceeded under microwave irradiation between silylated 3,4-di-O-propynyl gluco- or galactoside and 3-azidocoumarin, forming fluorescently reactivated bis-triazolocoumarins on sugar templates. Subsequent desilylation resulted in the OH-glycosides with desired water solubility. The following photochemical study disclosed that their fluorescence could be uniquely quenched by silver(I) in aqueous media with very minor responses to the addition of other metal ions. This research would presumably prompt the efficient creation of water soluble and potentially low toxic chemosensors via the fluorogenic dual click chemistry in using the universally existent sugars as the central scaffold. (C) 2011 Elsevier Ltd. All rights reserved. |
| WOS关键词 | PTP1B INHIBITORS ; TERMINAL ALKYNES ; TRIAZOLE ; CYCLOADDITION ; DERIVATIVES ; CYCLODEXTRIN ; LIGATION ; SENSORS ; DIMERS ; AZIDES |
| 资助项目 | National Natural Science Foundation of China[20876045] ; Shanghai Science and Technology Community[10410702700] ; Fundamental Research Funds for the Central Universities[WK1013002] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000290602000005 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/278528]  |
| 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 | Shi, Xiao-Xin |
| 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.E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China; 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 | He, Xiao-Peng,Song, Zhuo,Wang, Zhi-Zhou,et al. Creation of 3,4-bis-triazolocoumarin-sugar conjugates via flourogenic dual click chemistry and their quenching specificity with silver(I) in aqueous media[J]. TETRAHEDRON,2011,67(19):3343-3347. |
| APA | He, Xiao-Peng,Song, Zhuo,Wang, Zhi-Zhou,Shi, Xiao-Xin,Chen, Kaixian,&Chen, Guo-Rong.(2011).Creation of 3,4-bis-triazolocoumarin-sugar conjugates via flourogenic dual click chemistry and their quenching specificity with silver(I) in aqueous media.TETRAHEDRON,67(19),3343-3347. |
| MLA | He, Xiao-Peng,et al."Creation of 3,4-bis-triazolocoumarin-sugar conjugates via flourogenic dual click chemistry and their quenching specificity with silver(I) in aqueous media".TETRAHEDRON 67.19(2011):3343-3347. |
入库方式： OAI收割
来源：上海药物研究所
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