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一种可激活的近红外荧光硫化氢(HS)供体用于成像 HS 释放和抑制细胞炎症。

An Activatable Near-Infrared Fluorescence Hydrogen Sulfide (HS) Donor for Imaging HS Release and Inhibiting Inflammation in Cells.

机构信息

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Key Lab of Modern Separation Science in Shaanxi Province, College of Chemistry and Materials Science, Northwest University, Xi'an, Shaanxi 710127, P. R. China.

Shaanxi Provincial Key Laboratory of Papermaking Technology and Specialty Paper Development, College of Bioresources Chemical and Materials Engineering, Shaanxi University of Science & Technology, Xi'an 710021, P. R. China.

出版信息

Anal Chem. 2021 Mar 23;93(11):4894-4901. doi: 10.1021/acs.analchem.0c05081. Epub 2021 Mar 10.

Abstract

Hydrogen sulfide (HS) is a vital endogenous signal molecule that exerts critical physiological functions such as biological regulation and cytoprotection. Despite significant progress in developing HS donors, site-specific delivery and controllable release of HS in biological systems remain a key challenge. Herein, we develop new Cys-triggered fluorescent HS donor that is composed of a dicyanoisophorone-based near-infrared (NIR) fluorescent dye and a thiocarbamate moiety. The HS donor releases HS under the attack of Cys, accompanied by the release of a fluorescent reporter, which enables the real-time capturing of HS by fluorescence spectroscopy or microscopy. exhibits strong NIR fluorescence enhancement (70-fold), excellent controllable HS release (30 min), high HS release efficiency (62%), and well live-cell compatibility, allowing for visualization of HS release in cells and zebrafish. Moreover, presents a good effect of anti-inflammation in RAW 264.7 cells. This work provides a new idea for the design of HS donors, which may be beneficial to the comprehension of the potential mechanism of inflammation and optimization of treatment strategies.

摘要

硫化氢(HS)是一种重要的内源性信号分子,具有生物调节和细胞保护等关键生理功能。尽管在开发 HS 供体方面取得了重大进展,但在生物系统中实现 HS 的定点输送和可控释放仍然是一个关键挑战。在此,我们开发了一种新的 Cys 触发型荧光 HS 供体,它由基于二氰异佛尔酮的近红外(NIR)荧光染料和硫代氨基甲酸酯部分组成。HS 供体在 Cys 的攻击下释放 HS,同时释放荧光报告分子,这使得可以通过荧光光谱或显微镜实时捕获 HS。 表现出强的近红外荧光增强(70 倍)、优异的可控 HS 释放(30 分钟)、高的 HS 释放效率(62%)和良好的活细胞相容性,允许在细胞和斑马鱼中可视化 HS 的释放。此外, 在 RAW 264.7 细胞中表现出良好的抗炎效果。这项工作为 HS 供体的设计提供了一个新的思路,这可能有助于理解炎症的潜在机制和优化治疗策略。

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