文献类型：期刊文献

英文题名：Discovery of a sensitive Cu(II)-cyanide "off-on" sensor based on new C-glycosyl triazolyl bis-amino acid scaffold

作者：Tang, Yan-Hui[1,2];Qu, Yi[1,2];Song, Zhuo[1,2];He, Xiao-Peng[1,2,3];Xie, Juan[3];Hua, Jianli[1,2];Chen, Guo-Rong[1,2]

机构：[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]PPSM, Inst Alembert, ENS Cachan, CNRS,UMR 8531, F-94235 Cachan, France

年份：2012

卷号：10

期号：3

起止页码：555

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000298750800015)】；

基金：Generous funding was provided by the Natural Science Foundation of China (Grant No. 21176076), Shanghai Science and Technology Community (No. 10410702700) and the Fundamental Research Funds for the Central Universities (No. WK1013002). X.-P. H. also gratefully acknowledges the French Embassy in Beijing, PR China for a co-tutored doctoral fellowship.

语种：英文

摘要：A new functional glycosyl peptidomimetic, featuring a C-glucosyl 1,4-dimethoxynaphthalene backbone in conjugation with two triazolyl phenylalanine moieties on its adjacent C3,4-positions, was readily synthesized via click chemistry. Primary optical measurements indicated that the fluorescence of the ester form of this probe (4) could be selectively quenched by Pb2+. In contrast, the fluorescence intensity of its analog 5 with released carboxylic groups was uniquely diminished by Cu2+ with remarkably enhanced sensitivity and selectivity. Moreover, subsequent addition of cyanide to the methanol solution of the resulting Cu2+-5 complex induced its fluorescence recovery with a nanomolar detection limit, which was two orders of magnitude smaller than the regulated concentration limit of CN- in drinking water. This suggests the promising applicability of C-glycosyl bis-triazolyl amino acid scaffold in the future design and exploration of sensitive "off-on" Cu(II)-cyanide chemosensors.