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基于α-酮酰胺的近红外荧光探针用于活细胞中过氧化氢的特异性检测:合理设计。

Rational Design of an α-Ketoamide-Based Near-Infrared Fluorescent Probe Specific for Hydrogen Peroxide in Living Systems.

机构信息

College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Provincial Key Laboratory of Clean Production of Fine Chemicals, Shandong Normal University , Jinan 250014, P. R. China.

Shandong Provincial Hospital affiliated to Shandong University , Jinan 250014, P. R. China.

出版信息

Anal Chem. 2016 Aug 16;88(16):8019-25. doi: 10.1021/acs.analchem.6b01256. Epub 2016 Aug 4.

DOI:10.1021/acs.analchem.6b01256
PMID:27442152
Abstract

Hydrogen peroxide, an important biomolecule, receives earnest attention because of its physiological and pathological functions. In this Article, we present the rational design, characterization, and biological application of a mitochondria-targetable NIR fluorescent sensor, Mito-NIRHP, for hydrogen peroxide visualization. Mito-NIRHP utilizes a unique reaction switch, α-ketoamide moiety, to turn on a highly specific, sensitive, and rapid fluorescence response toward hydrogen peroxide coupled with the intramolecular charge transfer strategy. Mito-NIRHP is competent to track endogenously produced hydrogen peroxide in both living cells and living animals. In addition, utilizing Mito-NIRHP, overgeneration of hydrogen peroxide during ischemia-reperfusion injury was directly visualized at both cell and organ levels.

摘要

过氧化氢是一种重要的生物分子,由于其生理和病理功能而受到广泛关注。在本文中,我们介绍了一种线粒体靶向近红外荧光传感器 Mito-NIRHP 的合理设计、表征和生物学应用,用于可视化过氧化氢。Mito-NIRHP 利用独特的反应开关——α-酮酰胺部分,对过氧化氢产生高度特异性、灵敏和快速的荧光响应,同时结合分子内电荷转移策略。Mito-NIRHP 能够在活细胞和活体动物中追踪内源性产生的过氧化氢。此外,利用 Mito-NIRHP,在细胞和器官水平上直接观察到缺血再灌注损伤过程中过氧化氢的过度产生。

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