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Photocontrollable Fluorogenic Probe for Visualizing Near‐Membrane Hypochlorite in Live Cells
Author(s) -
Peng Pingping,
Li Hao,
Bai Lei,
Wang Liulin,
Chen Buxiang,
Yu Changmin,
Zhang Chengwu,
Ge Jingyan,
Li Lin,
Huang Wei
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800777
Subject(s) - hypochlorite , hypochlorous acid , chemistry , moiety , membrane , fluorescence , photochemistry , detection limit , selectivity , analyte , fluorescein , reactive oxygen species , cytotoxicity , irradiation , nuclear chemistry , inorganic chemistry , stereochemistry , chromatography , organic chemistry , biochemistry , in vitro , physics , quantum mechanics , nuclear physics , catalysis
Hypochlorous acid or hypochlorite (HClO/ClO − ) near membrane is one of the most critical reactive oxygen species (ROS). Herein, a photocontrollable fluorogenic probe for directly detecting ClO − near membrane has been designed and synthesized. This probe HOCMem was constructed based on fluorescein by incorporation of a photolabile group (nitrobenzyl group), membrane‐anchoring unit (cholesterol) and ClO − ‐sensitive moiety (benzoyl group). Upon the UV irradiation, the probe exhibited a significantly increased emission at 520 nm in the presence of ClO − . However, no fluorescence was observed with the treatment of only UV irradiation or ClO − . In addition, this new probe displayed a good linear relationship with the concentration of ClO − ranged from 1 to 50 μM with a detection limit of 260.77 nM, as well as excellent selectivity for ClO − over other analytes. Furthermore, cell‐based experiments showed the low cytotoxicity of this probe and its capacity for directly detecting near‐membrane ClO − with light switching on/off.