Design Of Tri-methyl Lysine Fluorescent Probe And Preparation Of Methylated Peptide Enrichment Material Based On Cucurbit[7]uril Interaction

Since the discovery of cucurbituril,the preparation and application of cucurbituril has always been one of the most concerned hotspots in supramolecular chemistry.In the early stage of this project,a large number of methods were explored for the synth esis of cucurbituril and its derivatives.Later,the selectivity was designed by using the good interaction between cucurbituril and the methyl lysine molecule in the methylate d peptide.Good trimethyllysine fluorescent probes and methylated peptide enrichment materials provide technical support for the analysis and identification of methylated peptides in proteomics.The details are as follows:In chapter 2,a series of method researches were done on the synthesis and modification of cucurbit[7]uril.The hydrochloric acid template method was used to polycon densate glycosides and paraformaldehyde to prepare cucurbituril homologs with differen t monomer numbers.Then,the solubility of cucurbituril and other cucurbiturils in wat er and other solvents is different by using cucurbit[7]uril and other solvents.Extract it out.This approach effectively improves the yield of cucurbit[7]uril.Considering that t he modification of cucurbit[7]uril is difficult to remove impurities,especially the cavit y of cucurbit [7]uril is easily occupied by other solvent molecules or acid molecules involved in the reaction,resulting in the loss of its functional integrity and cannot be used as a follow-up Raw materials for the experiment.We used the ammonium perox odisulfate oxidation method and hydrogen peroxide ultraviolet light method to solve th is problem.Both methods have their advantages and disadvantages.It was confirmed t hat the cucurbit[7]uril was successfully monohydroxylated by the proton nuclear magne tic spectrum detection and mass spectrometry.The monohydroxylated cucurbit[7]uril was used as the raw material to synthesize a more functional monoalkyl.Oxycucurbit[7]uril broadens the application of cucurbituril in other fields and creates synthetic conditi ons for studying the application of cucurbituril in methylated peptides.In chapter 3,there is a competitive inclusion relationship between the use of diff erent guest molecules and cucurbit[7]uril.At the same time,the interaction between cucurbituril and methyllysine is significantly different.After cucurbit [7]uril forms a complex with fluorescent molecules,the fluorescent properties of the fluorescent molecules are significantly changed.Under the same conditions,different degrees of methyl lysine is added to the complex,and it is found that each exhibits different fluorescence ch anges.Among them,trimethylated lysine can significantly reduce the fluorescence inte nsity of the fluorescent complex.The accuracy of this phenomenon is verified by fluo rescence polarization,fluorescence quantum yield,and fluorescence lifetime.And meas ured the binding constants between cucurbit[7]uril and selected fluorescent molecules a nd trimethylated lysine,which proved the rationality of the fluorescent probe we desig ned.And the method of nuclear magnetic titration explains the reason why the fluores cent complex can be specifically identified.In Chapter 4,a new material for the enrichment and separation of methylated peptides was designed and prepared,and the application of cucurbit[7]uril derivatives was added.The modified cucurbit[7]uril-allyloxycucurbituril and trimethylamine oxide were polymerized on the side chain of the polymer chain,and it was successfully grafte donto silica microspheres with a particle size of about 5?m.It provides a new metho d for designing chromatographic column packing for the enrichment and separation of methylated peptides.