Visualizing hydrogen sulfide in food spoilage and live models: development of a near-infrared fluorescent probe for cellular and zebrafish imaging

IF 4.2 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2025-09-15 DOI:10.1016/j.dyepig.2025.113246

Xiaoyu Zhang , Zhengkuan Tan , Zhihong Gong , Chunmei Jian , Haichang Ding , Yuling Zeng , Congbin Fan , Gang Liu , Shouzhi Pu

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Abstract

Hydrogen sulfide (H₂S) is a crucial signaling molecule in diverse physiological processes, meanwhile, it is a reliable indicator for monitoring food freshness. Herein, we developed a near-infrared (NIR) turn-on fluorescent probe (TPAY-HS) for highly effective detecting H₂S. TPAY-HS was synthesized by connecting a twisted triphenylamine donor and a quinoline-based acceptor, with 2,4-dinitrosulfonyl (DNBS) as the H₂S-responsive unit. In native state, DNBS quenched the fluorescence via photoinduced electron transfer (PET) mechanism. Upon recognition of H₂S, DNBS was cleaved, resulting in the PET effect disappeared and activated an intramolecular charge transfer (ICT) process, thereby enabling the fluorescence "turn-on" response. Importantly, TPAY-HS can effectively monitor H₂S production during food spoilage using a smartphone-based detection strip under UV light. Moreover, TPAY-HS has successfully imaged H₂S in HeLa cells and zebrafish. These findings demonstrate that TPAY-HS can as a versatile tool with promising applications in food safety monitoring and biomedical research.

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硫化氢在食物变质和活体模型中的可视化：用于细胞和斑马鱼成像的近红外荧光探针的开发

硫化氢（H2S）是多种生理过程中重要的信号分子，也是监测食物新鲜度的可靠指标。在此，我们开发了一种近红外（NIR）开启荧光探针（TPAY-HS），用于高效检测H2S。以2,4-二硝基磺酰基（DNBS）为h2s响应单元，将扭曲的三苯胺供体与喹啉受体连接，合成TPAY-HS。在天然状态下，DNBS通过光致电子转移（PET）机制猝灭荧光。在识别H2S后，DNBS被切割，导致PET效应消失，激活分子内电荷转移（ICT）过程，从而实现荧光“开启”响应。重要的是，TPAY-HS可以在紫外线下使用基于智能手机的检测条有效地监测食物变质过程中H2S的产生。此外，TPAY-HS已经成功地在HeLa细胞和斑马鱼中对H2S进行了成像。这些发现表明，TPAY-HS可以作为一种多功能工具，在食品安全监测和生物医学研究中具有广阔的应用前景。

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来源期刊

Dyes and Pigments 工程技术-材料科学：纺织

CiteScore

8.20

自引率

13.30%

发文量

933

审稿时长

33 days

期刊介绍： Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.