Preparation method of N omega-methyl-lysine

Abstract

The invention provides a preparation method of N omega-methyl-lysine, which comprises the following steps that: cupric salt is added into sodium hydroxide solution of L-lysine, tosyl chloride solution which is dissolved in organic solvent is added in under the stirring state, and then sodium hydroxide solution is added into to have stirring reaction; after the reaction, iodomethane is added in; after the reaction is ended, the pH value is regulated to be 3 to 5 after cooling, and B is prepared after treatment; the chemical compound B is heated to have reflux reaction for 1 to 4h after being mixed with hydrobromide, and then is cooled, separated and purified, the pH value is regulated to be 3 to 6, and C is prepared after treatment; and the acetone solution of the chemical compound C is mixed with sodium bicarbonate aqueous solution, 8- hydroxyquinoline is added in, and the N omega-methyl-lysine is prepared after treatment. The preparation method of N omega-methyl-lysine optimizes the process of a metal ion complexation method, simplifies the step of protecting Alpha-amino with benzoyl in a traditional synthesis method, simplifies the separation and purification processes and realizes the industrial production of single lysine methylation, and an intermediate body does not need to be separated and purified.

Description

technical field The present invention relates to a kind of N ω - Process for the preparation of methyllysine. Background technique N ω -Methyllysine is a very important class of unnatural amino acids. In chromosomes, the N of histone lysine residues ω -The state of methylation can control the formation of heterochromosomes, the inactivation of X-chromosomes, the recording of genomic information, the repair of DNA, the regulation of transcription, the maintenance and differentiation of stem cells, and even the state of epigenetics. The methylation of lysine residues in histones is the result of the joint regulation of methylase and demethylase, and is reversible. Lysine is methylated in the form of monomethyl, dimethyl and trimethyl exist in the form of. Studies have shown that changes in the methylation of lysine residues in histones are also related to certain human diseases and tumors. The reversibility of lysine methylation modification provides new possibilities f...

AI Technical Summary

Problems solved by technology

The above synthesized optically pure N ω -In the method of monomethyllysine, there are defects, which are not suitable for industrial production, such as: using methyltransferase to carry out methylation, it is difficult to control the position of methylation, and the yield and purity are not very good Good, and the cost is very high; it is difficult to obtain monomethylated products by using the above-mentioned sodium cyanoborohydride reduction method, usually only a mixture of dimethylated and trimethylated products can be obtained, which is not easy to separate, and, cyanoborohydride Sodium hydride is not suitable for industrial production, has potential safety hazards, and causes serious environmental pollution; using the above-mentioned metal ion complexation method for methylation can obtain monomethylated lysine with high purity. The main problem at present is to synthesize The steps are long and the separation and purification are complicated

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