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一个具有大Stokes位移的苯并噻唑类pH荧光探针
引用本文:刘 超,孙 辉,杨晓亮,何卫江.一个具有大Stokes位移的苯并噻唑类pH荧光探针[J].无机化学学报,2011,27(11):2121-2127.
作者姓名:刘 超  孙 辉  杨晓亮  何卫江
作者单位:南京大学化学化工学院,南京,210093
基金项目:国家自然科学基金,国家重大基础研究发展计划项目,江苏省自然科学基金,中央高校基本科研业务费专项资金
摘    要:本文通过乙烯基将作为荧光团的苯并噻唑与作为H+受体的4-吡啶基桥联构筑了一个基于分子内电荷转移机制的pH荧光探针BTP2。研究表明该探针的Stokes位移为237 nm,远大于相应2-吡啶基类似物BTP1。滴定实验表明该探针的荧光在pH3.80至5.50之间随pH值增大而增强,且不受其他金属离子的干扰,具有检测胞内酸性细胞器pH的良好前景。探针pKa为4.72,略高于BTP1。4-吡啶基连接导致的更大的Stokes位移表明调节吡啶连接位置可以实现对该类探针分子Stokes位移的调控。

关 键 词:苯并噻唑  pH  Stokes位移  荧光探针

A New Benzothiazole-Derived pH Fluorescent Sensor of Large Stokes Shift
LIU Chao,SUN Hui,YANG Xiao-Liang and HE Wei-Jiang.A New Benzothiazole-Derived pH Fluorescent Sensor of Large Stokes Shift[J].Chinese Journal of Inorganic Chemistry,2011,27(11):2121-2127.
Authors:LIU Chao  SUN Hui  YANG Xiao-Liang and HE Wei-Jiang
Institution:State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China,State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China,State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China and State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China
Abstract:A new intramolecular charge transfer pH fluorescent sensor BTP2 was constructed by vinyl bridging benzothiazole fluorophore with the H+ acceptor, 4-pyridyl group via a vinyl group. Emission spectroscopic study disclosed that this new compound has a Stokes shift of 237 nm, which is much larger than that of its analogue BTP1 of 2-pyridyl group. Titration experiment indicated that the emission of BTP2 increases with pH in the pH range from 3.80 to 5.50. Moreover, this pH sensing ability is not interfered by the coexisting metal cations, which provides BTP2 the potential for intracellular pH imaging of acidic organelles. Its pKa is around 4.72, slightly larger than that of BTP1. The 4-pyridyl group induced larger Stokes shift implies that altering the bridging site of pyridyl group might be an effective means to regulate the Stokes shift of these pH probe.
Keywords:benzothiazole  pH  Stokes shift  fluorescent sensor
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