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设计并合成了一种试卤灵类的荧光探针R1,通过质谱,1HNM R谱及13C NM R谱等手段对探针R1进行表征。并采用荧光光谱法和紫外-可见光谱法研究了探针R1对小分子生物硫醇包括还原型谷胱甘肽(GSH)和L-半胱氨酸(Cys)的光谱响应。实验结果表明,探针R1在p H 7.4磷酸缓冲溶液中对小分子生物硫醇均表现出快速、灵敏的显色和荧光响应,以及较好的选择性。与GSH作用后,探针R1的溶液颜色由无色变为红色。在5~100μmol/L范围内,探针R1的荧光强度与GSH浓度呈线性关系,对GSH的检出限为0.3μmol/L。此外,探针R1可跨过细胞膜,可应用于He La细胞内源性的GSH的激光共聚焦成像,对研究各类病理状态下细胞内氧化还原状态异常有一定的辅助作用。
A fluorescent probe R1 of resorufin was designed and synthesized. Probe R1 was characterized by mass spectrometry, 1HNMR spectrum and 13C NM R spectrum. The spectral response of probe R1 to small molecule thiols including reduced glutathione (GSH) and L-cysteine (Cys) was investigated by fluorescence spectroscopy and UV-Vis spectroscopy. The experimental results show that the probe R1 shows fast and sensitive color reaction and fluorescence response to small molecule thiols in p H 7.4 phosphate buffer solution with good selectivity. After the action with GSH, the solution of probe R1 changed from colorless to red. In the range of 5 ~ 100μmol / L, the fluorescence intensity of probe R1 showed a linear relationship with GSH concentration, and the detection limit of GSH was 0.3μmol / L. In addition, probe R1 can cross the cell membrane and can be applied to laser confocal imaging of endogenous GSH in HeLa cells, which may be helpful to the study of intracellular redox state abnormalities in various pathological states.