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A "reactive" turn-on fluorescence probe for hypochlorous acid and its bioimaging application
Yunling Gao1, Yong Pan2, Yu Chi2
1State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, China; Department of Chemistry, University of Manitoba, Winnipeg, MB R3T 2N2, Canada.
Summary
A novel aza-BODIPY-CNOH probe enables specific detection of hypochlorous acid (HOCl) via a turn-on red fluorescence signal. This biocompatible probe shows potential for sensing HOCl in biological systems.
Area of Science:
- Chemical sensing
- Fluorescent probes
- Biomedical applications
Background:
- Hypochlorous acid (HOCl) is a reactive oxygen species involved in physiological processes and inflammation.
- Specific and sensitive detection of HOCl in biological environments remains challenging.
Purpose of the Study:
- To develop a novel fluorescent probe for the specific detection of hypochlorous acid.
- To investigate the probe's mechanism of action, biocompatibility, and application in living cells.
Main Methods:
- Synthesis and characterization of the aza-BODIPY-CNOH probe.
- Spectroscopic analysis (NMR, HRMS) to confirm the fluorescence mechanism.
- Cell viability assays (MTT) to assess biocompatibility.
- Fluorescence imaging of living RAW264.7 cells.
Main Results:
- The aza-BODIPY-CNOH probe exhibited a turn-on red fluorescence response upon reaction with HOCl.
- Fluorescence was attributed to the oxidation of the aldoxime group to a nitrile oxide.
- The probe demonstrated good biocompatibility and low cytotoxicity.
- Intracellular bright-red fluorescence was observed in cells treated with HOCl, indicating effective sensing.
Conclusions:
- The aza-BODIPY-CNOH probe is a promising tool for the specific detection of hypochlorous acid.
- Its biocompatibility and cell permeability support its application in biological sensing.
- The probe facilitates visualization of HOCl in living cells, aiding in understanding its biological roles.