title: Active esters in the formation of ester bonds between amino acids and polymeric supports.
abstract: The imidazole catalyzed transesterification of active esters was used for the formation of the ester bond between the carboxyl group of protected amino acids and the hydroxyl group of a polymeric support applied in solid phase peptide synthesis. Anchoring of the C-terminal residue to the hydroxymethyl polymer proceeded smoothyl and provided a high degree of incorporation. No racemization was observed in the imidazole-catalyzed alcholysis. The procedure could be carried out with various active esters such as esters of o-and p-nitrophenol, 2,4,5-trichlorophenol, pentachlorophenol and N-hydroxysuccinimide.
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids; D002264:Carboxylic Acids; D004951:Esterification; D004952:Esters; D007093:Imidazoles; D010455:Peptides / Q000138:chemical synthesis; D011108:Polymers; D012116:Resins, Plant
chemical_list: D000596:Amino Acids; D002264:Carboxylic Acids; D004952:Esters; D007093:Imidazoles; D010455:Peptides; D011108:Polymers; D012116:Resins, Plant