Study On Transfer Reaction Activity Of Tetrahy-drofolate Coenzyme Model Were Substituted One Carbon Unit

Almost all chemistry reaction, metabolism and energy transformation are guided by enzymes in living body. Its character is gentle response,efficiently and lofy selectivity. Whose character is the aim that the common chemistry reaction want to achieve ,so it has caused people interests in imitation studying. In recent years, imitating coenzyme based on the molecule level has became a hot point in biometric chemistry field . Tetrahy-drofolate coenzyme is the methyl source of the methlation for many materials in the bodies of the living thing, can transfer one carbon unit for biosynthesis and metabolism in the body. Analyzing it's structure, the tetrahydrofolates coenzymes'active centre is a formed or braked pentatonic ring of imidazole. Whose two nitrogen atom's pka have much difference. Thus the ring is unsymmetrical and t is an active ring. When transferring one carbon unit,it is finished by there levels of oxidation:methanol,formaldehyde and formic acid. This paper is on substituting one carbon unit transformation by imitating these three levels, and has made a pleased progress. The model has not only the function of the tetahydrofolates, but also more than that.The paper of applied model compound is a formic acid level model compound 1,2-dimethyl-(p-methorxy) benzensulfonyl imidazolinum iodole and studied on some reaction performance.(1) Two-carbon unit partial shift reaction of the model formic acid Oxidation state.The model compound 46 react with nucleophilic reagent as:4-Hydroxypiperadine,3-aminopyridine,2-nitro-3- aminopyridine and glycine ethyl ester, respectively . And then they generate new four kind two-carbon unit partial shift productions. We discussed conditions and influencing factors in reaction progressing.(2) Formation the model compound of methanol Oxidation state. The nucleophilic addition reaction of the model compound 46 with carbanion of acetic acid-cyano-methyl ester, grignard, Malononitrile and nitromethane reagent to produce new model compound of methanol Oxidation state 51, 52, 53和54. It is noted that transfer group have being become variety and promote the practical valuable of the model compound.(3) Multiple-carbonyl unit total transfer of methanol state model compound. Methanol state model compound 53, 57 react with tryptamine,benzyl- diethylenetriamine and N-Boc- ethylenediamine , respectively. They produced six new kinds of imido-derivatives through substitution one carbon unit reaction. This reaction can introduce transfer group to new model and generate various enamine derivatives and then close ring to produce complex polycyclic system, which indicated the transfer reaction is a good method. The structure of the synthesized compounds have been determined by HNMR, IR, Elemental Analysis and MS . Meanwhile, it can proceeds multiple-carbonyl unit transfer reaction, one of the most widely applied compounds.