A highly sulfite-selective ratiometric fluorescent probe based on ESIPT

A highly sulfite-selective ratiometric fluorescent probe based on ESIPT
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基于 ESIPT 的高亚硫酸盐选择性比率荧光探针

DOI:
10.1039/c2ra21471g
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发表时间:
2012-01-01
期刊:
影响因子:
3.9
通讯作者:
Song, Xiangzhi
Song, Xiangzhi
中科院分区:
化学3区
文献类型:
--
作者:
Chen, Song;Hou, Peng;Song, Xiangzhi

文献摘要

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2-(苯并噻唑-2-基)苯酚的乙酰丙酸酯(1)是一种用于亚硫酸盐阴离子识别和定量的比率荧光探针。其作用机制是基于亚硫酸盐引发的乙酰丙酸部分的分子内裂解得到1,当被310 nm光激发时,通过激发态分子内质子转移(ESIPT)介导的途径衰变到基态。我们发现ESIPT荧光信号相对于1的强度与亚硫酸盐浓度成正比。在CH3CN/H2O(50−,50−,v/v)溶液中,这种新的探针对亚硫酸盐的选择性和灵敏度高于其他常见的阴离子(F-−,Cl-−,BrDNA,I- : ,HPO42-−,SO42-−,NO3-−,ACO-−,ClO-−,N3-−,HCO3-−)。
The levulinate ester of 2-(benzothiazol-2-yl)phenol, 1, has been developed as a ratiometric fluorescent probe for identifying and quantitating sulfite anions. The mechanism of action is based on the sulfite-triggered intramolecular cleavage of the levulinate moiety to give 1 which, when excited with 310 nm light, decays to its ground state via an excited state intramolecular proton transfer (ESIPT) mediated pathway. We show that the intensity of the ESIPT fluorescent signal relative to that of 1 is proportional to sulfite concentration. This new probe shows good selectivity and high sensitivity for sulfite over other typically encountered anions (F−, Cl−, Br−, I−, HPO42−, SO42−, NO3−, AcO−, ClO4−, N3−, HCO3−) when measured in CH3CN/H2O (50 : 50, v/v) solution.