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

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

Author information

1
School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China.
2
College of Chemical Engineering, China University of Petroleum, Beijing 102200, PR China. Electronic address: maliguo3001@vip.qq.com.
3
School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China. Electronic address: mlj898021@yahoo.com.cn.

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.

KEYWORDS:

Aminoquinoline; Dansyl group; Dual-responsive range; Fluorescent pH probe

PMID:
24529362
DOI:
10.1016/j.saa.2013.12.062
[Indexed for MEDLINE]
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