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]; Qu, Yi[1]; Song, Zhuo[1]; He, Xiao-Peng[1,2]; Xie, Juan[2]; Hua, Jianli[1]; Chen, Guo-Rong[1]

机构：[1] Key Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China; [2] PPSM, Institut d'Alembert, CNRS UMR 8531, 61 Avenue du Pt, Cachan Wilson F-94235, France

年份：2012

卷号：10

期号：3

起止页码：555

外文期刊名：Organic and Biomolecular Chemistry

收录：EI(收录号：20115214636212)

语种：英文

外文关键词：Amino acids - Copper compounds - Scaffolds - Fluorescence - Optical data processing - Potable water

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.