Preparation And Performance Study Of Fluorescein Monoaldehyde Derivative Fluorescent Probe

Fluorescein has been widely used as a fluorescent probe and fluorescent labeling platform because of its high intensity emission peak,high molar absorption coefficient and quantum yield in aqueous media.In the past few decades,due to the unique photoluminescence characteristics of fluorescent probes,the development of fluorescent probes has made remarkable progress.Compared with traditional titration,chromatography,electrochemistry and chemiluminescence analysis,these probes have open up a new way for rapid reaction,high sensitivity,non-sample destruction and in-situ analysis of specific targets.One advantage of synthesizing organic molecules is that chemical methods can be used to control the properties of fluorescent groups and to indicate the location of fluorescent groups.Organic synthesis can be used to tailor the structure effectively to obtain fluorescent probes for specific sensitive experiments.Therefore,it is very promising to study the preparation strategy of functional fluorescein structure.In this paper,fluorescein was used as fluorescent group to synthesize primary array probes and investigate their properties.this paper mainly includes the following parts:1.Two Schiff base probes with similar structure were synthesized using fluorescein as fluorescent group,aldehyde group as ligand and aminopyridine at different substituted positions as modifying group.Among them,FN-1 could recognize Ce3+and F-specifically,and the color of solution changed from green to colorless.FN-1 complexes with Ce3+in a 1:1 manner.The linear range of detection for Ce3+is 0-50?M,and the detection limit is 0.25?.M.The probe has been successfully applied to the in vivo cell imaging and the detection of Ce1Gand F-in real water samples.2.Using fluorescein as fluorescent group,aldehyde group as ligand and nitroaniline derivative as modifying group,two Schiff base probes with similar structure were synthesized.FDA could recog1ize CeJIspecifically,and the color of solution changed from green to colorless.FDH can recognize OCl-specifically,and the color of the solution changes from yellow to green.The detection limit of probe FDA for Ce4+is 63 nM in the concentration range of 0-4 pM,and that of FDH for OCl-is 0.8 ?M in the concentration range of 0-100 ?M.The probe has been successfully applied to in vivo cell imaging and the detection of Ce4+and OCl-in real water samples.3.Using fluorescein and coumarin as fluorescent groups,a dual-fluorescence group ratio probe FC-Br was synthesized.Experiments show that the probe FC-Br can specifically recognize Cys in buffer solution and the fluorescence color changes from blue to green.The fluorescence of the fluorescein part of the probe FC-Br can be quenched by the bromoacetyl bromide functional group,which can be recovered by conjugate addition-cyclization and Cys cyclization.The detection mechanism was further confirmed by 1HNMR and DFT calculations.Further experimental results show that the probe has low toxicity and can be successfully applied to the bioimaging of VMSCs and H1299 cells.