Synthesis And Application Of Benzothiazole Fluorophore-Based Probe For Phosphate And Hypobromide Probe

In recent years,because of their advantages of high selectivity,high sensitivity,fast analysis speed,real-time monitoring,and simple operation,fluorescent probe has aroused general attention.They have been widely used in chemical and chemical engineering,environmental science,biological imaging,medical diagnosis and other fields.Benzothiazoles are important heterocyclic compounds and have been widely used in biology,chemistry and medicine.Benzothiazole is widely used as a fluorophore in fluorescent probes because of its large delocalized π bond and rigid planar structure.In this dissertation,the following two parts were studied by using benzothiazole derivatives as fluorescent groups respectively.1.A new probe HB-1,which based on 2-(2’-hydroxyphenyl)benzothiazole was designed and synthesized.The experimental study found that probe HB-1 can efficiently and specifically identify phosphate ions(Pi).After Pi was added to the DMSO-HEPES solution of the probe compound,the ester bond was induced to break and the fluorophore was released.The color of the solution changed from colorless to blue,the UV-absorbed light peak red shifted by 79 nm,and the fluorescence intensity at 465 nm increased by 210 times.The light blue fluorescence was clearly visible to the naked eye.More importantly,it has successfully been used to stain and record microscopy images of HeLa cells,and the presence of exogenous Pi could be judged by the change of fluorescence intensity.2.A benzothiazole fluorophore-based probe HB-2,was designed and synthesized,which is a ratiometric probe for the specific identification of HBrO.After HBrO was added to the CH3CN-HEPES solution of the HB-2,the probe cyclized to form a sulfimine bond,which increased the conjugated degree of the system,and the fluorescence emission peak of the reaction system at 447 nm gradually decreased at 580 nm.The newly generated emission peaks gradually increase.The color of the solution changed from colorless to orange,and the ratio of the fluorescence intensity at the two wavelengths of 447 nm and 580 nm increased from 0.02 to 4.68,an increase of about 234 times,and orange fluorescence was visible to the naked eye.Moreover,it has successfully been used to stain and record microscopy images of 4T1 cells,and the presence of exogenous HBrO could be judged by the change of fluorescence intensity.