Adrenocorticotropin. 47. Synthesis and biological activity of adrenocorticotropic peptides modified at the tryptophan position.
Three biologically active peptides, [9-beta-(1-naphthyl)alanine]-ACTH-(1-19), [9-Ni-formyltryptophanl-ACTH-1(1-19), and (8-lysine,9-phenylalaninel-ACTH-1(1-9), have been synthesized by the solid-phase method. All of the synthetic peptides showed diminished biological activity compared to ACTH-(1-19). It was also shown that the steroidogenic and lipolytic activities of ACTH-(1-19) were not inhibited by [8-lysine,.-phenylalanine]-ACTH-(1-19).
D000273:Adipose Tissue / Q000378:metabolism; D000311:Adrenal Glands / Q000166:cytology / Q000378:metabolism; D000324:Adrenocorticotropic Hormone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000595:Amino Acid Sequence; D000596:Amino Acids; D000818:Animals; D003345:Corticosterone / Q000096:biosynthesis; D004590:Electrophoresis, Paper; D066298:In Vitro Techniques; D050356:Lipid Metabolism; D010446:Peptide Fragments / Q000032:analysis; D051381:Rats; D012756:Sheep; D013056:Spectrophotometry, Ultraviolet; D013256:Steroids / Q000096:biosynthesis; D013329:Structure-Activity Relationship; D014364:Tryptophan
D000596:Amino Acids; D010446:Peptide Fragments; D013256:Steroids; D014364:Tryptophan; D000324:Adrenocorticotropic Hormone; D003345:Corticosterone