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水溶性汉茨希酯作为用于高效检测一氧化氮的开启型荧光探针。

Water-soluble Hantzsch ester as switch-on fluorescent probe for efficiently detecting nitric oxide.

作者信息

Wang Hui-Li, Liu Fu-Tao, Ding Ai-Xiang, Ma Su-Fang, He Lan, Lin Lan, Lu Zhong-Lin

机构信息

National Institute for Food and Drug Control, Beijing 100050, China.

College of Chemistry, Beijing Normal University, Beijing 100875, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2016 Dec 5;169:1-6. doi: 10.1016/j.saa.2016.06.014. Epub 2016 Jun 7.

DOI:10.1016/j.saa.2016.06.014
PMID:27299481
Abstract

A water soluble Hantzsch ester derivative of coumarin, DHPS, was synthesized and successfully applied in the fluorescent sensing nitric oxide (NO) in aqueous solution. The fluorescence of probe DHPS is extremely weak, while its fluorescence was greatly switched on upon the addition of NO solution and showed high selectivity and sensitivity to NO. The limitation of the detection was calculated to be 18nM. The NO-induced aromatization of dihydropyridine in DHPS to pyridine derivative (PYS) proved to be the switching mechanism for the fluorescent sensing process, which was confirmed through spectra characterization and computation study. Cytotoxicity assay demonstrated both DHPS and PYS are biocompatible, the DHPS was successfully applied to track the endogenously produced NO in the RAW 264.7 cells.

摘要

合成了一种香豆素的水溶性汉茨希酯衍生物DHPS,并成功将其应用于水溶液中一氧化氮(NO)的荧光传感。探针DHPS的荧光极其微弱,而加入NO溶液后其荧光被极大地开启,并且对NO表现出高选择性和高灵敏度。计算得出检测限为18nM。DHPS中二氢吡啶向吡啶衍生物(PYS)的NO诱导芳构化被证明是荧光传感过程的开关机制,这通过光谱表征和计算研究得到了证实。细胞毒性测定表明DHPS和PYS均具有生物相容性,DHPS成功应用于追踪RAW 264.7细胞内源性产生的NO。

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