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一种基于亲核加成-消除的比率型荧光探针,用于监测生物体系和实际样品中的 NH。

A nucleophilic addition-elimination based ratiometric fluorescent probe for monitoring NH in biological systems and actual samples.

机构信息

College of Food Sciences, Shanxi Normal University, Linfen, Shanxi 041004, China.

Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of Education, Institute of Molecular Science, Shanxi University, Taiyuan 030006, China.

出版信息

Analyst. 2023 Jul 26;148(15):3491-3497. doi: 10.1039/d3an00755c.

DOI:10.1039/d3an00755c
PMID:37408465
Abstract

Hydrazine (NH) is an important reagent in the field of fine chemical engineering. However, its accumulation in the environment and food chain could pose a great threat to food safety and human health. Therefore, designing a fluorescent probe with good cell penetration and high selectivity and sensitivity to detect NH in actual samples and is a meaningful project. Herein, due to the nucleophilicity of hydrazine, we utilized naphthalimide as the fluorescence chromophore and pyrone as the recognition site to achieve the ratiometric detection of hydrazine by ring opening. In addition, we introduced the ester to improve the lipid solubility of the probe, which allowed the probe to better penetrate the cell membrane to realize the fluorescent imaging of probes in cells. Meanwhile, to our delight, the probe showed high selectivity and sensitivity to NH in the test system, so we further applied the probe in water samples and food, and .

摘要

肼(NH)是精细化工领域的一种重要试剂。然而,它在环境和食物链中的积累会对食品安全和人类健康构成巨大威胁。因此,设计一种对实际样品中 NH 具有良好细胞通透性和高选择性和灵敏度的荧光探针是一个有意义的项目。在这里,由于肼的亲核性,我们利用萘酰亚胺作为荧光发色团,吡喃酮作为识别位点,通过开环实现了肼的比率检测。此外,我们引入了酯基来提高探针的脂溶性,这使得探针能够更好地穿透细胞膜,实现细胞内探针的荧光成像。同时,令我们高兴的是,该探针在测试体系中对 NH 表现出高选择性和灵敏度,因此我们进一步将探针应用于水样和食品中,进行检测。

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