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基于香豆素β-二酮的高灵敏度和选择性肼的开-关荧光化学传感器。

A highly sensitive and selective off-on fluorescent chemosensor for hydrazine based on coumarin β-diketone.

机构信息

College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo 454000, PR China.

College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo 454000, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jan 5;188:80-84. doi: 10.1016/j.saa.2017.06.062. Epub 2017 Jul 3.

DOI:10.1016/j.saa.2017.06.062
PMID:28692871
Abstract

A coumarin-based sensor C1, namely 3-acetoacetylcoumarin was designed, synthesized and applied for hydrazine detection. Hydrazinolysis of the chemosensor gives a fluorescent coumarin-pyrazole product C1-NH [3-(3-methyl-1H-pyrazol-5-yl)coumarin], and thus resulting in a prominent fluorescence off-on response toward hydrazine under physiological conditions. The probe is highly selective toward hydrazine over cations, anions and other biologically/environmentally abundant analytes. The detection limit of the probe is 3.2ppb. The sensing mechanism was supported by H NMR, IR, MS and DFT calculation. The application of the fluorescent probe in monitoring intracellular hydrazine in glioma cell line U251 was also demonstrated.

摘要

一种基于香豆素的传感器 C1(即 3-乙酰基香豆素)被设计、合成并用于检测肼。该化学传感器的肼解反应生成荧光香豆素-吡唑产物 C1-NH[3-(3-甲基-1H-吡唑-5-基)香豆素],从而在生理条件下对肼产生显著的荧光开-关响应。该探针对肼具有高度选择性,优于阳离子、阴离子和其他生物/环境中丰富的分析物。该探针的检测限为 3.2ppb。传感机制得到了 1H NMR、IR、MS 和 DFT 计算的支持。该荧光探针在监测神经胶质瘤细胞系 U251 中的细胞内肼方面的应用也得到了证明。

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