title: Dansyl-8-aminoquinoline as a sensitive pH fluorescent probe with dual-responsive ranges in aqueous solutions.
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.
authors: School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China.
authors: Min
authors: M
authors: Zhang
authors: School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China.
authors: Shuyu
authors: S
authors: Zheng
authors: College of Chemical Engineering, China University of Petroleum, Beijing 102200, PR China. Electronic address: maliguo3001@vip.qq.com.
authors: Liguo
authors: L
authors: Ma
authors: School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China.
authors: Meili
authors: M
authors: Zhao
authors: School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China.
authors: Lengfang
authors: L
authors: Deng
authors: School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China.
authors: Liting
authors: L
authors: Yang
authors: School of Chemistry and Environment, South China Normal University, Shipai, Guangzhou 510631, PR China. Electronic address: mlj898021@yahoo.com.cn.
authors: Li-Jun
authors: LJ
authors: Ma
mesh_terms: D000634:Aminoquinolines / Q000138:chemical synthesis / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003619:Dansyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D066244:Proton Magnetic Resonance Spectroscopy; D012996:Solutions; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000634:Aminoquinolines; D003619:Dansyl Compounds; D005456:Fluorescent Dyes; D012996:Solutions; C000594897:dansyl-8-aminoquinoline; C080436:8-aminoquinoline
keywords: Aminoquinoline; Dansyl group; Dual-responsive range; Fluorescent pH probe