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A NIR Fluorescent Probe Benzopyrylium Perchlorate-based for Visual Sensing and Imaging of SO2 Derivatives in Living Cells

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Abstract

Endogenous sulfur dioxide (SO2), as a gas signal molecule, has a certain physiological functions. Understanding the role of endogenous SO2 in human physiology and pathology is of great significance to the biological characteristics of SO2,which bring challenges to develop fluorescent probes with excellent performance. Herein, we rationally designed and constructed a novel near-infrared bioprobe benzaldehyde-benzopyrylium (BBp) by employing the nucleophilic addition benzopyrylium perchlorate fluorophore and benzaldehyde moiety by means of C = C/C = O group that serves as both fluorescence reporting unit. Probe BBp exhibit excellent sensing performance with fluorescent “On − Off”rapid response (100 s) and long-wavelength emission (670 nm). With the treatment of HSO3−, the color of BBp solution obviously varies from purple to colorless, and the fluorescent color varies from red to colorless. By the fluorescence and colorimetric changes, probe BBp was capable of sensitive determination HSO3− with low limits of detection (LOD) of 0.43 μM, realizing visual quantitative monitoring SO2 derivative levels. Due to the low phototoxicity and good biocompatibility, it was successfully applied to monitor SO2 derivatives and fluorescence imaging in HepG2 and HeLa living cells. Hopefully, this work supplies a new strategy for designing NIR fluorescent probes for quantitative determination SO2 derivatives in biological samples.

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Data Availability

All data generated or analyzed during this study are included in this published article.

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Acknowledgements

This work was financially supported by Zunyi City and School Joint Project (No. Zun City Kehe HZ Word (2019) 205).

Funding

The authors gratefully acknowledge the Zunyi City and School Joint Project (No. Zun City Kehe HZ Word (2019) 205) for the financial support.

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Authors and Affiliations

  1. Department of Basic Teaching, Zunyi Medical and Pharmaceutical College, Zunyi, 563006, People’s Republic of China

    Xiao Ye Luo, Juan Xie, Gui Yong Li, Hang Da Qu & Yu Zhu Yang

  2. School of Chemistry and Chemical Engineering, Zunyi Normal University, Zunyi, 563006, People’s Republic of China

    Guang Lian Zhao

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  1. Xiao Ye Luo
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  2. Juan Xie
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Contributions

Xiao Ye Luo performed investigation, data curation, writing–original draft and editing. Juan Xie: Investigation, data curation. Guang Lian Zhao: Conceptualization. Gui Yong Li: Investigation, Methodology. Hang Da Qu: Methodology. Yu Zhu Yang performed performed cell culture experiments and a cellular cytotoxicity test, writing–review & editing, supervision, project ad-ministration, and funding acquisition.

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Correspondence to Yu Zhu Yang.

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Luo, X.Y., Xie, J., Zhao, G.L. et al. A NIR Fluorescent Probe Benzopyrylium Perchlorate-based for Visual Sensing and Imaging of SO2 Derivatives in Living Cells. J Fluoresc 33, 191–199 (2023). https://doi.org/10.1007/s10895-022-03050-w

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