A mitochondria-specific fluorescent probe based on triazolopyridine formation for visualizing endogenous hypochlorous acid in living cells and zebrafish

NM1, a novel “eco-friendly” and mitochondria-specific HOCl probe, can in situ monitor biological HOCl in real time and possesses the ability to image endogenous HOCl in living HepG2 cells and zebrafish. [Display omitted] •The “eco-friendly” fluorescent probe NM1 for mitochondrial HOCl was developed...

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Bibliographic Details
Published in:Sensors and actuators. B, Chemical Chemical, 2020-09, Vol.319, p.128288, Article 128288
Main Authors: Teng, Hao, Tian, Jingye, Sun, Donghuan, Xiu, Mengxue, Zhang, Yanhui, Qiang, Xingyu, Tang, Haoyang, Guo, Yuan
Format: Article
Language:English
Subjects:
Biomonitoring
Eco-friendly
Fluorescent indicators
Fluorescent probe
Hypochlorous acid
Mitochondria
Mitochondria targeting
Triazolopyridine formation strategy
Zebrafish
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Summary:NM1, a novel “eco-friendly” and mitochondria-specific HOCl probe, can in situ monitor biological HOCl in real time and possesses the ability to image endogenous HOCl in living HepG2 cells and zebrafish. [Display omitted] •The “eco-friendly” fluorescent probe NM1 for mitochondrial HOCl was developed by a novel triazolopyridine formation strategy.•NM1 makes a very rapid (4 s) fluorescence turn-on response to HOCl with high selectivity and low limit of detection (2.2 nM).•NM1 was successfully applied to visualize endogenous HOCl in living cells and zebrafish respectively with significant effect. Biological hypochlorous acid (HOCl), a reactive oxygen species (ROS) with high activity, plays a crucial role in normal biochemical functions and abnormal pathological processes related to oxidative stress. However, “eco-friendly” tools to unambiguously monitor subtle changes of mitochondrial HOCl in vivo are limited. Herein, a novel mitochondria-specific and “eco-friendly” fluorescent probe (NM1) using triphenylphosphonium as the targeting group is designed for the detection of biological HOCl by a HOCl-promoted triazolopyridine formation strategy. This HOCl-promoted triazolopyridine formation reaction is fast and does not release additional substances except H2O. Therefore, NM1 is not only an “eco-friendly” HOCl probe, but also can target mitochondria to monitor biological HOCl in situ and in real time. Better still, our probe NM1 is capable to image endogenous HOCl in living HepG2 cells and zebrafish.
ISSN:0925-4005
1873-3077
DOI:10.1016/j.snb.2020.128288