Specific imaging of hydrogen sulfide in paw edema mice via a novel near-infrared fluorescent probe with large stokes shift

IF 4.3 2区化学 Q1 SPECTROSCOPY

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy Pub Date : 2025-05-10 DOI:10.1016/j.saa.2025.126377

Yuqun Shi , Yichang Wang , Gufeng Su , Yang Yu , Chun-Yan Li , Wenxin Wang

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引用次数: 0

Abstract

Paw edema is a classic acute inflammation model, which is often used in clinical screening and evaluation of anti-inflammatory effects of drugs. As an endogenous gas signaling molecule, hydrogen sulfide (H₂S) is closely related to the progression of paw edema inflammation. However, no fluorescent probes have been reported to visualize H₂S levels in paw edema mice. Herein, a novel near-infrared (NIR) fluorescent probe (BAX-N) is developed to detect H₂S. The NIR dye formed by the conjugation of benzothiazole-2-acetonitrile with xanthene serves as the fluorophore (BAX-OH), and nitrobenzoxadiazole (NBD) serves as the H₂S-responsive group. The fluorescence of BAX-N is quenched due to the photo-induced electron transfer (PET) effect. After the reaction of BAX-N with H₂S, the PET effect is blocked and obvious fluorescence appears at 722 nm, while exhibiting large Stokes shift, fast response time, high sensitivity and selectivity. Meanwhile, the possible reaction mechanism of BAX-N toward H₂S was proposed and proved by mass spectra (MS), high-performance liquid chromatography (HPLC) and Density functional theory (DFT) calculation. Furthermore, based on the high biosafety of BAX-N, it has been used to monitor fluctuation in H₂S levels in cells during inflammatory events. More importantly, BAX-N has been first used for specifically image H₂S in paw edema mice and its treatment due to its NIR properties, which will provide a reliable platform for the monitoring of inflammatory conditions and the evaluation of anti-inflammatory drug efficacy.

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一种新型近红外大偏移荧光探针对足跖水肿小鼠硫化氢特异成像的研究

足跖水肿是一种典型的急性炎症模型，常用于临床药物抗炎作用的筛选和评价。硫化氢（H2S）作为一种内源性气体信号分子，与足跖水肿炎症的进展密切相关。然而，目前还没有荧光探针显示足跖水肿小鼠的H2S水平。本文研制了一种新型的近红外荧光探针（BAX-N）来检测H2S。苯并噻唑-2-乙腈与杂蒽偶联形成的近红外染料为荧光基团（BAX-OH），硝基苯并恶二唑（NBD）为h2s响应基团。由于光致电子转移（PET）效应，BAX-N的荧光被猝灭。BAX-N与H2S反应后，PET效应被阻断，在722 nm处出现明显荧光，Stokes位移大，响应时间快，灵敏度和选择性高。同时，通过质谱（MS）、高效液相色谱（HPLC）和密度泛函理论（DFT）计算，提出了BAX-N对H2S可能的反应机理，并对其进行了验证。此外，基于BAX-N的高生物安全性，它已被用于监测炎症事件期间细胞中H2S水平的波动。更重要的是，由于BAX-N的近红外特性，首次将其用于足跖水肿小鼠的H2S特异性成像及其治疗，这将为炎症状况的监测和抗炎药物疗效的评价提供可靠的平台。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 物理-光谱学

CiteScore

8.40

自引率

11.40%

发文量

1364

审稿时长

40 days

期刊介绍： Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (SAA) is an interdisciplinary journal which spans from basic to applied aspects of optical spectroscopy in chemistry, medicine, biology, and materials science. The journal publishes original scientific papers that feature high-quality spectroscopic data and analysis. From the broad range of optical spectroscopies, the emphasis is on electronic, vibrational or rotational spectra of molecules, rather than on spectroscopy based on magnetic moments. Criteria for publication in SAA are novelty, uniqueness, and outstanding quality. Routine applications of spectroscopic techniques and computational methods are not appropriate. Topics of particular interest of Spectrochimica Acta Part A include, but are not limited to: Spectroscopy and dynamics of bioanalytical, biomedical, environmental, and atmospheric sciences, Novel experimental techniques or instrumentation for molecular spectroscopy, Novel theoretical and computational methods, Novel applications in photochemistry and photobiology, Novel interpretational approaches as well as advances in data analysis based on electronic or vibrational spectroscopy.