Synthesis and preparation process of RGD cyclopeptide

Abstract

The invention discloses a synthesis and preparation process of an RGD cyclopeptide in the field of solid-phase polypeptide synthesis. A new method comprises the steps as follows: a 2-chlorine trityl chloride resin is selected and taken as a carrier; D aspartic acid amino acid with a special protection group of a first side-chain carboxyl is grafted firstly; then a linear peptide of an RGD sequence peptide is grafted on the resin; after the last amino acid is grafted, the protection group FMOC of the amino group is not required to be removed by using piperidine, a special catalyst is added, and the side-chain carboxyl protection group of the first D aspartic acid is removed from the resin directly; then piperidine is added, and the amino protection group FMOC of the terminal amino acid is removed; then a condensing agent is directly added to the resin, the carboxyl and the amino group which are exposed at the head end and the tail end of the linear peptide are subjected to dehydration synthesis, so that the cyclopeptide is formed in an amido bond manner; and finally, the cyclopeptide is cut down from the resin directly by using a cutting liquid. The synthesis and preparation process of the RGD cyclopeptide has the advantages as follows: the process is advanced, the operation is simple, the product yield is high, the synthetic efficiency is improved, and the like.

Description

technical field [0001] The invention relates to a synthesis and preparation process of RGD cyclic peptide in the field of solid-phase polypeptide synthesis. Background technique [0002] Cyclic peptides refer to compounds formed by amino acid peptide bonds, and are divided into cyclic peptides and linear peptides according to whether they are cyclic or not. Cyclic peptide compounds have various biological activities, including anti-tumor, anti-HIV, anti-bacterial, anti-malarial, sleeping, inhibition of platelet aggregation, antihypertensive, inhibition of tyrosinase, inhibition of cyclooxygenase, inhibition of lipid peroxidase , estrogen-like, immunosuppressive and other biological activities. Using 2-chlorotrityl chloride resin as a carrier, synthesize small molecular polypeptides with R arginine, G glycine, D aspartic acid and other amino acids on the resin, and use the side chain of D aspartic acid The carboxyl group and the terminal amino group of the last amino aci...

AI Technical Summary

Problems solved by technology

This method is relatively complicated, and there is an additional step of full protection cleavage and condensation cyclization in the liquid phase, and the late precipitation step of the cyclic peptide in the solution is relatively troublesome, and the yield of the crude product is not high.

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