title: [Structural and functional organization of ACTH: synthesis and properties of analogs of ACTH-(11-24)-tetradeca- and ACTH-(1-24)-tetracosapeptides containing hexa-amino acids instead of a natural sequence of ACTH 19-24 amino acids].
abstract: To assess the role of amino acid sequence ACTH 19-24 in the corticotropin structure and steroidogenic activity, the analogues of ACTH-(11-24)-tetradeca- and ACTH-(1-24)-tetracosapeptides containing hexaglycine, hexaphenylalanine, hexaglutamic acid or hexalysine instead of the natural 19-24 sequence have been synthesized by conventional methods. All these compounds in water have the CD curves characteristic of random coil, CD spectra of analogue ACTH-(1-24)-tetracosapeptide and hexalysine-containing analogue ACTH-(11-24)-tetradecapeptide in trifluoroethanol indicate the presence of alpha-helices. The latter compound manifested higher steroidogenic activity than ACTH-(11-24)-tetradecapeptide. All the other analogues were either less active than ACTH-(1-24)-tetracosapeptide or inactive over the concentration range 10(-5)-10(2) mg/ml, thereby testifying to functional importance of the 19-24 sequence for manifesting full steroidogenic activity.
mesh_terms: D000324:Adrenocorticotropic Hormone / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D000595:Amino Acid Sequence; D055598:Chemical Phenomena; D002621:Chemistry; D003366:Cosyntropin / Q000138:chemical synthesis*; D009842:Oligopeptides; D010446:Peptide Fragments / Q000138:chemical synthesis*; D011487:Protein Conformation
chemical_list: D009842:Oligopeptides; D010446:Peptide Fragments; D003366:Cosyntropin; C034016:ACTH (11-24); D000324:Adrenocorticotropic Hormone; C043314:ACTH (19-24)
vernacular_title: Strukturno-funktsional'naia organizatsiia ACTH: sintez i svoĭstva analogov ACTH-(11-24)-tetradeka- i ACTH-(1-24)-tetrakozopeptidov, soderzhashchikh geksaaminokisloty vmesto prirodnoĭ posledovatel'nosti aminokislot ACTH 19-24.