A highly specific ferrocene-based fluorescent probe for hypochlorous acid and its application to cell imaging

被引:139
作者
Chen, Suming [1 ]
Lu, Jinxin [1 ]
Sun, Chengdong [1 ]
Ma, Huimin [1 ]
机构
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, Lab Life Analyt Chem, Inst Chem, Beijing 100190, Peoples R China
关键词
INJECTION SPECTROPHOTOMETRIC DETERMINATION; SINGLET OXYGEN; RESIDUAL CHLORINE; SYNOVIAL-FLUID; LUNG INJURY; CHEMILUMINESCENCE; MYELOPEROXIDASE; WATER; PEROXIDATION; INFLAMMATION;
D O I
10.1039/b921187j
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A highly specific ferrocene-based fluorescent probe, (9-anthryl)ethenylferrocene, has been designed, synthesized and characterized for fluorescence imaging of hypochlorous acid (HOCl) in live cells. The design strategy for the probe is based on the strong quenching effect of electron-donor ferrocene on anthracene fluorescence via an intramolecular charge transfer process, and is accomplished through constructing the conjugated molecule by using a cleavable double bond as a linker. The double bond in the probe reacts selectively with HOCl rather than the other reactive oxygen species (e. g., (OH)-O-center dot, (center dot)O2(-), O-1(2), and H2O2) in pH 7.4, accompanied by more than 100-fold fluorescence enhancement. Moreover, the probe is cell membrane permeable, and its applicability has been successfully demonstrated for fluorescence imaging of HOCl in HeLa cells.
引用
收藏
页码:577 / 582
页数:6
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