School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.
Angew Chem Int Ed Engl. 2021 Jul 26;60(31):16880-16884. doi: 10.1002/anie.202103545. Epub 2021 Jun 10.
The development of chemosensors to detect analytes in biologically relevant solutions is a challenging task. We report the synthesis of a fluorescent receptor that combines vibration-induced emission (VIE) and dynamic covalent chemistry for the detection of glucose in aqueous media. We show that the bis-2-(N-methylaminomethyl)phenylboronic acid-decorated N,N'-diphenyl-dihydrodibenzo[a,c]phenazine (DPAC) receptor 1 can detect glucose and discriminate between closely related monosaccharides including those commonly found in blood. Preliminary studies suggest monosaccharides bind to the DPAC-receptor with a 1:1 stoichiometry to produce pseudomacrocyclic complexes, which in turn leads to distinct optical changes in the fluorescent emission of the receptor for each host. Moreover, the complexation-induced change in emission can be detected visually and quantified in a ratiometric way. Our results highlight the potential of VIE-type receptors for the quantitative determination of saccharides in biological samples.
开发用于检测生物相关溶液中分析物的化学传感器是一项具有挑战性的任务。我们报告了一种荧光受体的合成，该受体结合了振动诱导发射（VIE）和动态共价化学，用于在水介质中检测葡萄糖。我们表明，双-2-（N-甲基氨甲基）苯基硼酸修饰的 N，N'-二苯基-二氢二苯并[a，c]吩嗪（DPAC）受体 1 可以检测葡萄糖，并区分包括血液中常见的那些在内的密切相关的单糖。初步研究表明，单糖与 DPAC-受体以 1:1 的化学计量比结合生成拟大环配合物，这反过来又导致受体的荧光发射发生明显的光学变化。此外，发射的复合诱导变化可以通过比色法进行视觉检测和定量。我们的结果强调了 VIE 型受体在生物样品中定量测定糖的潜力。
