Substitution Pattern Reverses the Fluorescence Response of Coumarin Glycoligands upon Coordination with Silver (I)
文献类型：期刊论文
| 作者 | Shi, De-Tai2,3,4; Wei, Xiao-Li2,3,4,5; Sheng, Yayun2,3,4; Zang, Yi5 ; He, Xiao-Peng2,3,4; Xie, Juan1; Liu, Guixia2,3,4; Tang, Yun2,3,4; Li, Jia5; Chen, Guo-Rong2,3,4
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| 刊名 | SCIENTIFIC REPORTS
 |
| 出版日期 | 2014-03-03 |
| 卷号 | 4 |
| ISSN号 | 2045-2322 |
| DOI | 10.1038/srep04252 |
| 文献子类 | Article |
| 英文摘要 | Development of sugar-based fluorescence (FL) chemo-probes is of much interest since sugars are biocompatible, water-soluble and structurally rigid natural starting materials. We report here that fluorescent glycoligands with two triazolyl coumarin moieties installed onto the different positions of an identical glucosyl nucleus exert completely reversed optical response to a metal ion. C3,4-, C2,3- and C4,6-di-substituted coumarin glucosides synthesized by a click reaction similarly showed a selective FL variation in the presence of silver (I) among a range of metal cations in an aqueous solution. However, the variation was determined to be converse: the FL of the C3,4-ligand was quenched whereas that of the C2,3/C4,6-ligand tangibly enhanced. FL and NMR titrations suggested that this divergence was due to the distinct complexation modes of the conformationally constrained ligands with the ion. The optimal motifs of the ligand-ion complexation were predicted by a computational simulation. Finally, the C2,3-ligand was determined to be of low cytotoxicity and applicable in the FL imaging of silver ions internalized by live cells. |
| WOS关键词 | TERMINAL ALKYNES ; CLICK CHEMISTRY ; METAL-IONS ; SENSOR ; SUGAR ; COMPLEXES ; CHEMOSENSORS ; RHODAMINE ; PROBE ; CU(II) |
| 资助项目 | 973 project[2013CB733700] ; National Science Fund for Distinguished Young Scholars[81125023] ; National Natural Science Foundation of China[21176076] ; National Natural Science Foundation of China[21202045] ; National Natural Science Foundation of China[81173033] ; Key Project of Shanghai Science and Technology Commission[13NM1400900] |
| WOS研究方向 | Science & Technology - Other Topics |
| 语种 | 英语 |
| WOS记录号 | WOS:000332066900001 |
| 出版者 | NATURE PUBLISHING GROUP |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/277162]  |
| 专题 | 国家新药筛选中心 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 药物安全性评价中心 |
| 通讯作者 | He, Xiao-Peng |
| 作者单位 | 1.CNRS UMR 8531, ENS Cachan, Inst Alembert, PPSM, F-94235 Cachan, France 2.E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; 3.E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China; 4.E China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China; 5.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Natl Ctr Drug Screening, Shanghai 201203, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Shi, De-Tai,Wei, Xiao-Li,Sheng, Yayun,et al. Substitution Pattern Reverses the Fluorescence Response of Coumarin Glycoligands upon Coordination with Silver (I)[J]. SCIENTIFIC REPORTS,2014,4. |
| APA | Shi, De-Tai.,Wei, Xiao-Li.,Sheng, Yayun.,Zang, Yi.,He, Xiao-Peng.,...&Chen, Guo-Rong.(2014).Substitution Pattern Reverses the Fluorescence Response of Coumarin Glycoligands upon Coordination with Silver (I).SCIENTIFIC REPORTS,4. |
| MLA | Shi, De-Tai,et al."Substitution Pattern Reverses the Fluorescence Response of Coumarin Glycoligands upon Coordination with Silver (I)".SCIENTIFIC REPORTS 4(2014). |
入库方式： OAI收割
来源：上海药物研究所
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