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Facile access to a methylthiocoumarinyl formate as highly selective and sensitive fluorescent probe for hypochlorite

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Abstract

Development of effective methods for analyzing hypochlorite is of great significance due to the crucial role of hypochlorite in live organisms, as an endogenously produced reactive oxygen species (ROS) in the human immune system. In this paper, a novel fluorescent probe based on 6-methylthiocoumarinyl formate was designed and synthesized in one step for detection of hypochlorite in MeCN/PBS (8:2, v/v, pH 7.4) medium. The probe showed high specificity for hypochlorite over other competitive ROS analytes, extreme large Stokes shift of 265 nm, rapid response to hypochlorite within 20 s, low detection limit of 1.57 μM, and a wide applicable range of pH 3–10. The sensing mechanism was demonstrated to be based on oxidation of methyl phenyl sulfide to sulfoxide by hypochlorite. The probe may have extensive application for selective and convenient detection of hypochlorite due to its multiple advantages.

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Acknowledgements

The funding for the Open Research Program of State Key Laboratory of Molecular Engineering of Polymers, Fudan University (K2022-38 to Yanxi Song) is acknowledged.

Funding

This work was supported by the Funding for the Open Research Program of State Key Laboratory of Molecular Engineering of Polymers, Fudan University (K2022-38 to Yanxi Song).

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Yu Shi developed the idea of the study and was responsible for data collection and draft writing. Baijun Zhao completed measurement of the sensing performance of the probe. Ji Fan and Yong Zhao synthesized the probe and were responsible for data collection and analysis. Yanxi Song was responsible for experiments guiding, sourcing, and paper reviewing. Ziyun Lin participated in probe synthesis and structural characterization. Zhiyu Shao was responsible for paper reviewing and guiding. Hongqi Li was responsible for experiments guiding and paper reviewing.

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Correspondence to Hongqi Li.

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Shi, Y., Zhao, B., Fan, J. et al. Facile access to a methylthiocoumarinyl formate as highly selective and sensitive fluorescent probe for hypochlorite. Chem. Pap. 78, 3607–3615 (2024). https://doi.org/10.1007/s11696-024-03331-7

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  • DOI: https://doi.org/10.1007/s11696-024-03331-7

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