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<p>Hydrogen sulfide (H<sub>2</sub>S) functions as a critical gaseous signaling molecule, and dysregulated levels are linked to various pathological conditions, such as diabetes, cardiovascular disorders, Alzheimer’s disease, and malignant tumors. To facilitate disease monitoring and improve the understanding of related mechanisms, it is imperative to establish a rapid and precise method for detecting H<sub>2</sub>S. In this work, we have designed a new near-infrared fluorescent probe, designated TPA-YL, for H<sub>2</sub>S sensing. TPA-YL probe utilizes triphenylamine thiophene dye as a fluorophore, and 2,4-dinitrobenzenesulfonyl (DNS) as the response site for H<sub>2</sub>S. In the presence of H<sub>2</sub>S, the responsive group in TPA-YL undergoes thiolysis, and near-infrared fluorescence from the fluorophore is “turned on”. The resulting fluorescence signal exhibits a good linear relationship with H<sub>2</sub>S up to 50 µM (limit of detection, 17 nM). The advantages of TPA-YL include: a long emission wavelength (642&#xa0;nm); a large Stokes shift (188&#xa0;nm); high selectivity; as well as remarkable sensitivity (under physiological conditions). Furthermore, the TPA-YL probe has been effectively applied for visualizing both externally supplied and internally generated H<sub>2</sub>S in HeLa cells via fluorescence imaging. Thus, this probe provides a promising strategy for studying the role of H<sub>2</sub>S in intricate physiological and pathological mechanisms. We develop a novel near-infrared fluorescent probe (TPA-YL) for the detection of H<sub>2</sub>S. In the presence of H<sub>2</sub>S, the responsive group in TPA-YL undergoes thiolysis, and near-infrared fluorescence from the fluorophore is “turned on”. TPA-YL enables H<sub>2</sub>S detection in both in vitro and in vivo settings.</p> Graphical Abstract <p></p>

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Preparation of a Near-infrared Probe Based on Triphenylamine Thiophene and its Use for the Fluorescence Imaging of H2S in Living Cells

  • 期刊论文

  • 发表日期：

    2025年12月29日

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  • Lu Yang,
  • Huan Li,
  • Miaomiao Li,
  • Aoxiang Fu,
  • Shiqiong Bai,
  • Jing Li,
  • Linlin Yang,
  • Guangjie He

摘要

Hydrogen sulfide (H2S) functions as a critical gaseous signaling molecule, and dysregulated levels are linked to various pathological conditions, such as diabetes, cardiovascular disorders, Alzheimer’s disease, and malignant tumors. To facilitate disease monitoring and improve the understanding of related mechanisms, it is imperative to establish a rapid and precise method for detecting H2S. In this work, we have designed a new near-infrared fluorescent probe, designated TPA-YL, for H2S sensing. TPA-YL probe utilizes triphenylamine thiophene dye as a fluorophore, and 2,4-dinitrobenzenesulfonyl (DNS) as the response site for H2S. In the presence of H2S, the responsive group in TPA-YL undergoes thiolysis, and near-infrared fluorescence from the fluorophore is “turned on”. The resulting fluorescence signal exhibits a good linear relationship with H2S up to 50 µM (limit of detection, 17 nM). The advantages of TPA-YL include: a long emission wavelength (642 nm); a large Stokes shift (188 nm); high selectivity; as well as remarkable sensitivity (under physiological conditions). Furthermore, the TPA-YL probe has been effectively applied for visualizing both externally supplied and internally generated H2S in HeLa cells via fluorescence imaging. Thus, this probe provides a promising strategy for studying the role of H2S in intricate physiological and pathological mechanisms. We develop a novel near-infrared fluorescent probe (TPA-YL) for the detection of H2S. In the presence of H2S, the responsive group in TPA-YL undergoes thiolysis, and near-infrared fluorescence from the fluorophore is “turned on”. TPA-YL enables H2S detection in both in vitro and in vivo settings.

Graphical Abstract