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A 3,5-dinitropyridin-2yl Substituted Flavonol-based Fluorescent Probe for Rapid Detection of H2S in Water, Foodstuff Samples and Living Cells

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Abstract

A novel flavonol-based fluorescent probe, Fla-DNT, has been synthesized for the rapid and specific detection of H2S. Fla-DNT exhibits excellent selectivity and anti-interference properties, a short response time (4 min), large Stokes shift (138 nm), and low detection limit (1.357 µM). Upon exposure to H2S, Fla-DNT displays a remarkable increase in fluorescence intensity at 542 nm. Meanwhile, the recognizing site of H2S was predicted through Electrostatic potential and ADCH charges calculations, while the sensing mechanism of H2S was determined via HRMS analysis and DFT calculation. More importantly, the probe owes multiple applications, such as a recovery rate ranging from 92.00 to 102.10% for detecting H2S in water samples, and it can be fabricated into fluorescent strips to track H2S production during food spoilage by tracking color changes, thereby enabling real-time monitoring of food freshness. The bioimaging experiments demonstrate the capability of Fla-DNT to detect both endogenous and exogenous H2S in living cells. These results provide a reliable method and idea for H2S detection in complex environments.

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Data Availability

The data generated and analyzed will be made available upon reasonable request from the corresponding authors.

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Funding

The authors is grateful for the financial support from the Key Research and Development Project of Shaanxi Province (No. 2022GY-375) and Open Fund Project of Xi’an Key Laboratory of Functional Supramolecular Structure and Materials (No. CFZKFKT23006) for the financial support of this work, and the authors thank Prof. Bingbing Suo (Institute of Modern Physics, Northwest University) for supplying the Gaussion 16 simulation package.

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Authors and Affiliations

  1. Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, Xi’an Key Laboratory of Functional Supramolecular Structure and Materials, College of Chemistry and Materials Science, Northwest University, Xi’an, 710069, Shaanxi, PR China

    Lai-Xin Hong, Rong-Lan Zhang & Jian-She Zhao

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  1. Lai-Xin Hong
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  2. Rong-Lan Zhang
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  3. Jian-She Zhao
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Contributions

All authors contributed to the study conception and design. Material preparation, data collection and analysis were performed by Laixin Hong. The first draft of the manuscript was written by Laixin Hong and all authors commented on previous versions of the manuscript. All authors read and approved the final manuscript.

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Correspondence to Rong-Lan Zhang.

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The authors declare no competing interests.

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The study was performed in strict accordance with the guidelines of the Animal Ethical and Welfare Committee of Northwest University.

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Hong, LX., Zhang, RL. & Zhao, JS. A 3,5-dinitropyridin-2yl Substituted Flavonol-based Fluorescent Probe for Rapid Detection of H2S in Water, Foodstuff Samples and Living Cells. J Fluoresc (2023). https://doi.org/10.1007/s10895-023-03427-5

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