一种新型高选择性次氯酸荧光探针的研制及其应用

Development and application of a novel fluorescent probe for hypochlorous acid with high selectivity

以7-二乙胺基香豆素-3-羧酸为荧光母体,通过酰胺化反应键联强淬灭基团二硝基苯肼,得到荧光探针分子1(化合物1),用于水相中次氯酸的检测及活细胞内次氯酸的荧光成像可视化检测.研究结果表明:荧光探针分子1由于二硝基苯肼的强淬灭荧光作用和酰肼中N—N单键的旋转作用共同导致了其荧光背景非常弱;当加入次氯酸时荧光显著增强,同时溶液从无荧光变为蓝色强荧光.当加入100μmol·L^(-1)的次氯酸时,在463 nm处荧光强度增强了134倍.荧光探针分子1对次氯酸响应线性范围为0.1~40.0μmol·L^(-1),检测下限为0.052μmol·L^(-1).荧光探针分子1对次氯酸表现出特异性识别且响应速度快.最后,荧光探针分子1被成功用于活细胞内HOCl的可视化检测.

The 7-(diethylamino)-N′-(2,4-dinitrophenyl)-2-oxo-2H-chromene-3-carbohydrazide-based fluorescent probe 1 was reasonably designed,synthesized and employed for the detection of hypochlorous acid(HOCl)in aqueous solution and living cells.The results show that the probe 1 exhibits almost none fluorescence due to the strong quenching effect of dinitrophenyl group and the unique rotation of N-N single bond in acetohydrazide group.With the addition of HOCl,the significant fluorescence enhancement is obtained with notable fluorescence color changing from dark to bright blue.In the presence of 100μmol·L-1 HOCl,the fluorescence intensity of probe 1 is enhanced 134 times.The relationship between fluorescence intensity of probe 1 at 463 nm and HOCl concentration shows linear enhancement from 0.1μmol·L-1 to 40.0μmol·L-1,and the detection limit can reach 0.052μmol·L-1.Probe 1 shows specific recognition to HOCl with fast response.The probe 1 can be successfully applied to visualize HOCl in living cells with the aid of fluorescence imaging.