Evidence for the bioactive conformation in a cyclic hexapeptide analogue of somatostatin containing a cis-peptide bond mimic.
N-methyl- alpha -benzyl-o-aminomethylphenylacetic acid was incorporated into a cyclic somatostatin analogue in order to mimic a cis-peptide bond configuration. The high biological potency of one of the isomers of the cyclic peptide strongly argues in favour of the proposed cis-configuration of the peptide bond at that position in the parent peptide. This represents the first cis-peptide bond mimic which has high biological activity.
D000818:Animals; D007987:Gonadotropin-Releasing Hormone / Q000494:pharmacology; D013006:Growth Hormone / Q000378:metabolism; D007536:Isomerism; D010902:Pituitary Gland / Q000187:drug effects; D011487:Protein Conformation; D051381:Rats; D013004:Somatostatin / Q000031:analogs & derivatives*
D007987:Gonadotropin-Releasing Hormone; D013004:Somatostatin; D013006:Growth Hormone