Multiple fluorescence and hydrogen peroxide-responsive properties of novel triphenylamine-benzothiazole derivatives

被引:4
|
作者
Tang, Jiyu [1 ]
Zhang, Kaiming [1 ,2 ]
Ni, Tong [1 ]
Xu, Bin [1 ,2 ]
Hou, Binjie [1 ,2 ]
Liu, Xiaoqiang [1 ,2 ]
Jiang, Weidong [1 ,2 ]
机构
[1] Sichuan Univ Sci & Engn, Sch Chem & Environm Engn, Zigong 643000, Sichuan, Peoples R China
[2] Sichuan Inst High Educ, Key Lab Green Catalysis, Zigong 643000, Sichuan, Peoples R China
基金
中国国家自然科学基金;
关键词
PROTON-TRANSFER ESIPT; REACTIVE OXYGEN; PROBE; VISUALIZATION; CELLS;
D O I
10.1039/d3ay01038d
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A novel fluorescent dye molecule - triphenylamine (TPA)-benzothiazole (BZT) - based on excited state intramolecular proton transfer (ESIPT) was prepared by the Suzuki coupling reaction. The photophysical property assay indicates that BZT-TPA appeared in distinguishable colors in mixed solvents with different water contents. Moreover, BZT-TPA exhibited observable AIE behavior. On this basis, a fluorescent probe BZT-TPA-BO was synthesized for detecting H2O2. This probe molecule was found to have excellent selectivity, rapid response, and good linear relationship (R-2 = 0.989) for detecting H2O2 in aqueous medium. Through DFT calculation, fluorescence spectrum, nuclear magnetic titration and HR-MS, the mechanism of recognition of H2O2 by the probe BZT-TPA-BO is proposed. In addition, the probe BZT-TPA-BO to some extent exhibited better performance for detecting exogenous H2O2 in HeLa cells.
引用
收藏
页码:4021 / 4031
页数:11
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