Design,Synthesis Of The Bioactive Fluorescent Probes Based On The Tpe For Monoamine Oxidase And Glutamyltranspeptidase

Activated protein is the basic ingredient of life,whose specific detection is an important topic in chemical biology.Because of the high sensitivity,good selectivity,non-invasive detection and the requirement of a tiny amount of sample,fluorescent probes have attracted wide interests.Compared with traditional fluorescent molecules which have an aggregation-caused quenching(ACQ)effect,the new fluorescent molecules tetraphenylethene(TPE)could improve the sensitivity with aggregation-induced emission(AIE)effect.In this thesis,two kinds of fluorescent probes based on TPE which have AIE effect were successfully designed and synthesized.This thesis includes the following parts:1.Six water-soluble TPE probes for monoamine oxidase(MAO)were designed and synthesized which were based on pyridinium as MAO affinity group.The results revealed that two probes which were based on methyl pyridinium were able to test the activity of MAO,and the probe with trans structure displayed the highest selectivity to MAO-A.The fluorescence of t-TPEM in the presence of MAO-A is 21-fold higher than other proteins.Furthermore,the IC₅₀and Ki value of t-TPEM acts as an uncompetitive inhibitor for MAO-A is 51.9?M and 17.1?M,respectively.Cellular imaging studies also proved that the probes was able to monitor the activity of MAO in living cells.2.In terms of the principle of push and pull electronics properties,several�OFF-ON�based on TPE probes were designed and synthesized for which glutamate group was regarded as the substrate of glutamatetransferase(GGT).The results revealed that c-TPE2LG and t-TPE2LG were able to test the activity of GGT,and the probe with cis structure displayed the highest selectivity to GGT.The fluorescence of c-TPE2LG in the presence of GGT is 3.4-fold higher than t-TPE2LG.The result of the two probes reacting with other proteins displayed the high specificity to GGT,and red-shift of the probes could improve the precision of detection.