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丹磺酰-8-氨基喹啉作为一种在水溶液中具有双响应范围的灵敏pH荧光探针。

Dansyl-8-aminoquinoline as a sensitive pH fluorescent probe with dual-responsive ranges in aqueous solutions.

作者信息

Zhang Min, Zheng Shuyu, Ma Liguo, Zhao Meili, Deng Lengfang, Yang Liting, Ma Li-Jun

机构信息

School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China.

College of Chemical Engineering, China University of Petroleum, Beijing 102200, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Apr 24;124:682-6. doi: 10.1016/j.saa.2013.12.062. Epub 2013 Dec 18.

Abstract

A sensitive pH fluorescent probe based on dansyl group, dansyl-8-aminoquinoline (DAQ), has been synthesized. The probe showed dual-responsive ranges to pH changes, one range from 2.00 to 7.95 and another one from 7.95 to 10.87 in aqueous solution, as it showed pKa values of 5.73 and 8.56 under acid and basic conditions, respectively. Furthermore, the pH response mechanism of the probe was explored successfully by using NMR spectra. The results indicated that the responses of DAQ to pH changes should attribute to the protonation of the nitrogen atom in the dimethylamino group and deprotonation of sulfonamide group.

摘要

一种基于丹磺酰基的灵敏pH荧光探针——丹磺酰-8-氨基喹啉(DAQ)已被合成。该探针在水溶液中对pH变化表现出两个响应范围,一个是2.00至7.95,另一个是7.95至10.87,因为它在酸性和碱性条件下的pKa值分别为5.73和8.56。此外,通过核磁共振光谱成功探究了该探针的pH响应机制。结果表明,DAQ对pH变化的响应应归因于二甲氨基中氮原子的质子化和磺酰胺基团的去质子化。

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