A Simple and Rapid Turn On ESIPT Fluorescent Probe for Colorimetric and Ratiometric Detection of Biothiols in Living Cells.
A Simple and Rapid Turn On ESIPT Fluorescent Probe for Colorimetric and Ratiometric Detection of Biothiols in Living Cells.
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简单快速地开启 ESIPT 荧光探针，用于活细胞中生物硫醇的比色和比率检测
DOI：
10.1038/s41598-017-03901-8
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发表时间：
2017-06-29
影响因子：
4.6
通讯作者：
Li QX
中科院分区：
文献类型：
--
作者：
Wang Y;Zhu M;Jiang E;Hua R;Na R;Li QX
生物硫醇，如半胱氨酸（Cys）、同型半胱氨酸（Hcy）和谷胱甘肽（GSH），在广泛的生理过程和生物功能中起着关键作用。因此，选择性和灵敏的检测细胞内硫醇是揭示细胞功能的重要。本研究设计并合成了2-（4-（丙烯酰氧基）-3-甲酰苯基）-4-甲基噻唑-5-羧酸乙酯（NL-AC）作为比色和比例荧光探针，可用于快速、灵敏和选择性地检测生理介质中的生物硫醇。使用三种目标生物硫醇的探针在20倍浓度下的荧光强度比水溶液中不含生物硫醇的探针提高了约6~10倍。Cys、Hcy和GSH的检出限（LOD）分别为0.156、0.185和1.838 μM。此外，1H-NMR和MS分析表明，荧光传感的机制是激发态分子内质子转移（ESIPT）。新型比色比比探针结构简单，可在20分钟内完成检测。此外，该探针可成功应用于生物成像。结果表明，该方法在分析化学和诊断学方面具有很大的应用潜力。
Biothiols, such as cysteine (Cys), homocysteine (Hcy), and glutathione (GSH), play a key role in an extensive range of physiological processes and biological functions. Therefore, the selective and sensitive detection of intracellular thiols is important for revealing cellular function. In this study, ethyl 2-(4-(acryloyloxy)-3-formylphenyl)-4-methylthiazole-5-carboxylate (NL-AC) was designed and synthesized as a colorimetric and ratiometric fluorescent probe that can be utilized to rapidly, sensitively and selectively detect biothiols in physiological media. The fluorescence intensity of this probe using the three target biothiols at a concentration of 20 equiv. of the probe increased by approximately 6~10-fold in comparison to that without the biothiols in aqueous solution. The limits of detection (LOD) for Cys, Hcy and GSH were 0.156, 0.185, and 1.838 μM, respectively. In addition, both 1H-NMR and MS analyses suggested the mechanism of fluorescence sensing to be excited-state intramolecular proton transfer (ESIPT). The novel colorimetric and ratiometric probe is structurally simple and offers detection within 20 min. Furthermore, this probe can be successfully applied in bioimaging. The results indicate high application potential in analytical chemistry and diagnostics.