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用于成像内源性次氯酸的基于反应的荧光探针。

A Reaction-Based Fluorescent Probe for Imaging of Native Hypochlorous Acid.

机构信息

Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng, 475004, P. R. China.

Key Laboratory for Special Functional Materials of Ministry of Education, School of Materials Science and Engineering, Henan University, Kaifeng, 475004, P. R. China.

出版信息

Chem Asian J. 2019 Nov 4;14(21):3893-3897. doi: 10.1002/asia.201901041. Epub 2019 Oct 10.

DOI:10.1002/asia.201901041
PMID:31531948
Abstract

Hypochlorous acid (HOCl), one of the reactive oxygen species (ROS), is highly reactive and short-lived. It is a challenge to dynamic monitor HOCl activity in living systems. Hence, we synthesized a new fluoresce nt probe RF1 based on protection of the hydroxyl group by N,N-dimethylthiocarbamate recognition group, which reached a low fluorescence background signal and highly sensitive property. On account of the electrophilic addition of Cl to the sulfide of thiocarbamate moiety, probe RF1 was converted to resorufin and triggered emitting bright. RF1 showed not only the highly sensitive and selective response to HOCl in vitro, but also can be applied in environmental water samples and detected HOCl by test strips. Besides, the ability of RF1 monitoring HOCl in HeLa cells by exogenous simulation and tracing native HOCl in macrophages cells were also explored.

摘要

次氯酸(HOCl)是活性氧(ROS)的一种,具有高反应性和短寿命。在活系统中动态监测 HOCl 活性是一个挑战。因此,我们合成了一种新的荧光探针 RF1,它基于 N,N-二甲基硫代氨基甲酸酯识别基团对羟基的保护,达到了低荧光背景信号和高灵敏度的特性。由于 Cl 对硫代氨基甲酸酯部分的硫醚的亲电加成,探针 RF1 被转化为 Resorufin 并触发了明亮的发射。RF1 不仅在体外对 HOCl 表现出高度敏感和选择性的响应,而且还可以应用于环境水样,并通过试条检测 HOCl。此外,还探索了 RF1 通过外源性模拟监测 HeLa 细胞中 HOCl 和追踪巨噬细胞中内源性 HOCl 的能力。

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