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基于萘酰亚胺衍生物的线粒体靶向比比率型一氧化碳荧光探针。

Mitochondria-targetable ratiometric fluorescence probe for carbon monoxide based on naphthalimide derivatives.

机构信息

Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Key Laboratory of Guangxi Colleges and Universities for Food Safety and Pharmaceutical Analytical Chemistry, School of Chemistry and Chemical Engineering, Guangxi University for Nationalities, Nanning, 530008, People's Republic of China.

出版信息

Anal Bioanal Chem. 2021 Feb;413(5):1395-1403. doi: 10.1007/s00216-020-03103-8. Epub 2021 Jan 6.

DOI:10.1007/s00216-020-03103-8
PMID:33404745
Abstract

The design of ratiometric probes for imaging of carbon monoxide (CO) in subcellular organelles is critical to elucidate its biological and pathological functions. In this work, we establish a ratiometric fluorescent probe (Mito-NIB-CO) for imaging of CO in mitochondria. The mitochondria-targeting unit (triphenylphosphonium moiety) and CO-responsive unit (allyl ether moiety) are covalently linking into the single molecule (Mito-NIB-CO) to achieve the multifunctional effect. Upon being treated with CO, Mito-NIB-CO underwent the cleavage of allyl ether element in the presence of PdCl, resulting in the structural and spectral conversion. This characteristic afforded Mito-NIB-CO to be a ratiometric probe for CO with two fluorescent emission bands. Additionally, the probe Mito-NIB-CO exhibited other distinct merits, including preeminent selectivity and sensitivity. What's more, profiting from triphenylphosphonium moiety, the probe Mito-NIB-CO can specifically target the mitochondria and realize quantitative detection of exogenous/endogenous CO in mitochondria. Graphical abstract.

摘要

用于亚细胞器一氧化碳(CO)成像的比率探针的设计对于阐明其生物学和病理学功能至关重要。在这项工作中,我们建立了一种用于线粒体中 CO 成像的比率荧光探针(Mito-NIB-CO)。线粒体靶向单元(三苯基膦部分)和 CO 响应单元(烯丙基醚部分)通过共价键连接到单个分子(Mito-NIB-CO)中,以实现多功能效应。在 CO 的作用下,Mito-NIB-CO 在 PdCl 的存在下经历烯丙基醚元素的裂解,导致结构和光谱转换。该特性使 Mito-NIB-CO 成为具有两个荧光发射带的 CO 的比率探针。此外,探针 Mito-NIB-CO 还表现出其他明显的优点,包括卓越的选择性和灵敏度。更重要的是,受益于三苯基膦部分,探针 Mito-NIB-CO 可以特异性靶向线粒体,并实现线粒体中外源性/内源性 CO 的定量检测。

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Detection of Selenocysteine with a Ratiometric near-Infrared Fluorescent Probe in Cells and in Mice Thyroid Diseases Model.
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