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基于半萘并[1,8,9- def]香二氮杂萘的近红外荧光探针用于水合肼及其在活细胞中的生物成像。

A seminaphthorhodafluor-based near-infrared fluorescent probe for hydrazine and its bioimaging in living systems.

机构信息

Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.

Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Dec 5;223:117307. doi: 10.1016/j.saa.2019.117307. Epub 2019 Jun 22.

Abstract

Hydrazine (NH) has been classified as a potential carcinogen with its high toxicity, which can be readily absorbed through the skin or via breathing directly. Although some fluorescent probes have been developed for imaging of NH, very little can be used for imaging of NH in vivo because of its short emission wavelength. In this study, a new colorimetric and near-infrared (NIR) fluorescent probe CF-1 based on a seminaphthorhodafluor dye was successfully designed and used for hydrazine determination. Upon reaction with NH, probe CF-1 showed obvious off-on NIR emission spectrum centered at 657 nm, as well as a distinct color change that can be distinguished by the naked eye. The results of fluorescence spectrum experiments indicated that probe CF-1 has high selectivity and low detection limitation (40.6 nM in the solution). Probe CF-1 has low cytotoxicity and was applied to imaging hydrazine in mitochondria of HeLa cells and in zebrafish.

摘要

水合肼(NH)被归类为具有高毒性的潜在致癌物质,可通过皮肤或直接呼吸轻易吸收。尽管已经开发出一些用于 NH 成像的荧光探针,但由于其发射波长较短,很少有探针可用于体内 NH 的成像。在这项研究中,成功设计了一种基于半萘并罗丹明染料的新比色法和近红外(NIR)荧光探针 CF-1,用于水合肼的测定。与 NH 反应后,探针 CF-1 显示出明显的近红外发射光谱,中心位于 657nm,以及可以通过肉眼区分的明显颜色变化。荧光光谱实验的结果表明,探针 CF-1 具有高选择性和低检测限(溶液中为 40.6nM)。探针 CF-1 具有低细胞毒性,并应用于 HeLa 细胞线粒体和斑马鱼中水合肼的成像。

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