title: A pioneer synthesis of conjugates of a thymic peptide hormone and polyamines.
abstract: To synthesize peptidic derivatives of polyamines, sequential reactions were designed for the polyfunctional peptides and polyfunctional amines which utilize specific protection and deprotection. Utilizing these reactions, a thymic nonapeptide, a lymphocyte-differentiating hormone, was coupled with spermidine and spermine to yield, respectively: Glp-Ala-Lys-Ser-Gln-Gly-Gly-Ser-Asn-NH(CH2)3NH(CH2)4NH2; Glp-Ala-Lys-Ser-Gln-Gly-Gly-Ser-Asn-NH(CH2)3NH-(CH2)4NH(CH2) 3NH2. Both conjugates inhibited rather than stimulated incorporation of [3H]-thymidine into DNA at levels 20-fold that of spermine. This activity is less than that based on the percent of the spermine moeity (ca. 20%) in the conjugate.
mesh_terms: D000818:Animals; D002455:Cell Division / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D008214:Lymphocytes / Q000187:drug effects; D008297:Male; D051379:Mice; D008810:Mice, Inbred C57BL; D010455:Peptides / Q000138:chemical synthesis* / Q000494:pharmacology; D013095:Spermidine; D013096:Spermine; D013935:Thymic Factor, Circulating / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D013951:Thymus Hormones / Q000138:chemical synthesis*
chemical_list: D010455:Peptides; D013951:Thymus Hormones; D013096:Spermine; D013935:Thymic Factor, Circulating; D013095:Spermidine