Synthesis of Peptides related to Corticotropin (ACTH). III. Syntheses of α^1-23NH₂-ACTH and β-Alanine¹-α^1-23NH₂-ACTH

Abstract

The synthesis of a tricosapeptide amide (α-^1-23NH₂-ACTH) corresponding to the first 23-amino acid-sequence of corticotropin (ACTH) and β-alanine¹-α-^1-23NH₂-ACTH is described. The carbobenzoxy group was used for the protection of the ε-amino function of the lysine residues and the nitro group was used for the protection of the guanido function of the arginine residues. Pentachlorophenyl trichloroacetate was successfully used for the synthesis of pentachlorophenyl active ester of the peptide fragments having c-terminal glycine and proline. Finally, all the protecting groups of the protected tricosapeptide amides were deblocked by the hydrogen fluoride method.