METHOD FOR SYNTHESIZING HEAD-TO-TAIL CYCLIC PEPTIDE CONTAINING PROLINE

摘要

A method for synthesizing a head-to-tail cyclic peptide containing proline, comprising the following steps: 1) selecting solid-phase synthetic resin; 2) first coupling Fmoc-3-carboxyl-Pro-OAllm, then obtaining NH-(3-carboxyl-solid-phase synthetic resin)-Pro-OAll according to a Fmoc solid phase synthetic policy, and then sequentially coupling amino acid residues Fmoc-AA-OH in a peptide sequence; 3) performing solid-phase removal on the protecting group All to obtain NH₂-AAn-(3-carboxyl-solid-phase synthetic resin)-Pro-OH; 4) performing solid-phase head-to-tail cyclization: coupling the amino at AAn to the carboxyl at Pro; 5) cracking the solid-phase synthetic resin to prepare an intermediate crude cyclic peptide; and 6) removing the carboxyl at 3- position of the tail Pro from the intermediate crude cyclic peptide under the effect of a decarboxylation agent, so as to prepare the cyclic peptide containing proline. The method is novel, the synthesis conditions are mild, and the process is simple and stable.