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A highly sensitive and colorimetric fluorescent probe for visualizing hydroxylamine in immune cells
Analytica Chimica Acta ( IF 5.7 ) Pub Date : 2024-07-02 , DOI: 10.1016/j.aca.2024.342941
Wei Du , Yang Tian , Yu-An Feng , Xiao-Wei Cong , Rui Tan , Ya-Wen Wang , Yu Peng

Hydroxylamine (HA) is vital industrial raw material and pharmaceutical intermediate. In addition, HA is an important cellular metabolite, which is intermediate in the formation of nitric oxide and nitroxide. However, excessive amounts of HA are toxic to both animals and plants. Conventional methods for the detection of HA are cumbersome and complicated. The detection of HA with fluorescent probes is convenient and sensitive. There are few probes available for the detection of hydroxylamine. Therefore, a fluorescent probe for the sensitive and selective detection of HA was developed in this work. A coumarin derivative was synthesized as a colorimetric fluorescent probe to detect hydroxylamine (HA), with high sensitivity and selectivity. The detection limit of the probe to HA was 0.15 μM, which was lower than most probes of HA. Upon the addition of HA to aqueous solution containing , the color of the solution changed from orange to yellow, and the fluorescence color also changed from orange to green. The reaction mechanism of to HA was confirmed by H NMR titrations, mass spectrometry and round bottom flask experiments. Moreover, had been fabricated into portable test strips for the detection of HA. had been successfully used in cellular imaging and could detect both endogenous and exogenous HA in HeLa cells and RAW 264.7 cells. Due to the physiological role of hydroxylamine in organisms, it is crucial to detect hydroxylamine selectively and sensitively. This work provided a convenient tool for the detection of hydroxylamine, not only to detect endogenous and exogenous HA in cells, but also made into portable test strips. The HA fluorescent probe is expected to promote the study of HA in physiological processes.

中文翻译:


用于可视化免疫细胞中羟胺的高灵敏度比色荧光探针



羟胺(HA)是重要的工业原料和医药中间体。此外,HA是一种重要的细胞代谢产物,是一氧化氮和硝基氧形成的中间体。然而,过量的HA对动物和植物都有毒。传统的HA检测方法繁琐、复杂。利用荧光探针检测HA既方便又灵敏。可用于检测羟胺的探针很少。因此,本工作开发了一种用于灵敏、选择性检测HA的荧光探针。合成了香豆素衍生物作为比色荧光探针来检测羟胺(HA),具有高灵敏度和选择性。该探针对HA的检测限为0.15 μM,低于大多数HA探针。向含有HA的水溶液中添加HA后,溶液的颜色由橙色变为黄色,荧光颜色也由橙色变为绿色。通过1H NMR滴定、质谱和圆底烧瓶实验证实了HA的反应机理。此外,还被制成便携式测试条,用于检测HA。已成功用于细胞成像,可以检测 HeLa 细胞和 RAW 264.7 细胞中的内源性和外源性 HA。由于羟胺在生物体中的生理作用,选择性、灵敏地检测羟胺至关重要。该工作为羟胺的检测提供了便捷的工具,不仅可以检测细胞内源性和外源性HA,还可以制成便携式试纸条。 HA荧光探针有望推动HA在生理过程中的研究。
更新日期:2024-07-02
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