Research On The Design, Synthesis And Application Of AIE Molecules Based On The Pyrazoline Skeleton

Aggregation-induced luminescent fluorescent molecules have been widely used in luminescent materials,biological imaging and other fields.Therefore,designing and synthesizing novel aggregation-induced luminescent fluorescent molecules has gradually become one of the research hotspots in the field of chemistry.This paper will carry out the design,synthesis and application of aggregation-induced luminescent fluorescent molecules from the following aspects:Lipid droplets(LDs)act as dynamic complex organelles involved in various physiological processes,and their quantity and activity are associated with many diseases and even cancer.Therefore,the dynamic monitoring of intracellular lipid droplets is of great significance.We prepared six simple aggregation-inducing(AIE)-type luminescent molecules(Pyr-1?Pyr-6).They exhibit different colors of luminescence in the aggregate state,with luminescence from blue,green to orange.In addition,Pyr-6 has a good pH response.It can respond to acids and bases in both powder and buffer systems.It exhibits cyan luminescence under acidic conditions,orange luminescence under alkaline conditions.The pH response can be reversibly cycled multiple times.The cytotoxicity showed that the compounds Pyr-1?Pyr-6 had very low cytotoxicity against cancer cells(HeLa)and nonnal cells(CHO),showing excellent cytocompatibility.Further cell staining experiments indicate that the above probes can selectively accumulate and illuminate lipid droplets in living cells to achieve high resolution imaging of lipid droplets.At the same time,the above probes can also achieve a pH response within the cell.They can be used as a powerful tool for lipid drop related research.In addition,we achieved labeling of the thiol-containing protein BSA using the SNAr reaction of a cysteine residue and a pentafluoroarene on the probe backbone.