DK520280A - PROCEDURE FOR ENZYMATIC PREPARATION OF PEPTIDES - Google Patents

Abstract

The invention relates to the preparation of peptides with the general formula A-B, where A is an N-terminal- protected amino acid residue or an optionally N-terminal- protected peptide group, and B is an optionally C- terminal-protected amino acid residue. The peptide in question is prepared by reacting a substrate component with an amine component. The substrate component is chosen from amongst the following three groups of compounds: a) amino acid esters, peptide esters and depsipeptides with the formula A-OR1, A-SR2 or A-SeR1 where A has the meaning defined above, and R1 is an alkyl, aryl, heteroaryl, alkylaryl or α-des-amino fragment of an amino acid residue, b) optionally N- substituted amino acid amides or peptide amines with the formula A-NR2R2'where A has the meaning defined above, and R1 and R2' are hydrogen atoms, alkyl, aryl, heteroaryl or alkylaryl groups, and c) optionally N- terminal-protected peptides with the formula A-X where A has the meaning defined above, and X is an amino acid. The amine component with which the substrate component is reacted is chosen from amongst the following three groups of compounds: a) amino acids with the formula H-B-OH, b) optionally N-substituted amino acid amides with the formula H-B-NR3R3'where B is an amino acid residue and R3 and R3' are hydrogen atoms or hydroxyl, amino, alkyl, aryl, heteroaryl or alkylaryl groups, and c) amino acid esters with the formulae H-B-OR4, H-B-SR4 or H-B-SeR4 where B is an amino acid residue and R4 is an alkyl, aryl, heteroaryl or alkylaryl group. The reaction is carried out in the presence of a carboxypeptidase in an aqueous solution or dispersion at pH 5-10.5 and at a temperature of preferably 20-50 degrees C. This reaction gives a peptide from which an R3, an R4 or an N-terminal protecting group can be cleaved off if required. <IMAGE>