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Enhanced fluorescent probe with high selectivity and sensitivity to hypochlorous acid

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Abstract

Hypochlorous acid has important molecular functions in biological systems. The development of hypochlorous acid fluorescent probes has always been one of the research hotspots. In this study, a 7-hydroxy-4-methyl-2-oxo-2H-tryptamine-8-carboxaldehyde (HMOCC)-enhanced fluorescent probe was rationally synthesized as a simple and effective detection of hypochlorite (ClO) in osteosarcoma cells (143B cells). The probe (HMOCC) exhibits high specificity, high fluorescence enhancement, low toxicity, and good selectivity for different reactive oxygen species (ROS) and low detection limit 0.00791 μM. The introduction of ClO makes the emission of HMOCC red-shift from 450 to 472 nm. Based on ESI–MS analysis and frontier molecular orbital calculations, a possible mechanism for fluorescence detection of ClO is proposed. Cytofluorescence imaging studies demonstrate that the probe has been successfully applied to image cancer cells and endogenous HOCl aggregation in living cells.

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Acknowledgements

This work was supported by Fujian Provincial health technology project (2020GGA050) support.

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Correspondence to Fang Ke.

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Fang, F., Tan, M., Zhang, Y. et al. Enhanced fluorescent probe with high selectivity and sensitivity to hypochlorous acid. Chem. Pap. 77, 2309–2315 (2023). https://doi.org/10.1007/s11696-022-02604-3

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  • DOI: https://doi.org/10.1007/s11696-022-02604-3

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