title: Synthesis and biological evaluation of human preproenkephalin (100-111) and its analogs.
abstract: The dodecapeptide sequence, Tyr-Gly-Gly-Phe-Met-Lys-Arg-Tyr-Gly-Gly-Phe-Met (BI), which is totally conserved in the primary structures of human, bovine, rat and toad preproenkephalins, has been synthesized by the solid-phase method. Coupling reactions were achieved by using symmetrical anhydrides of tert.-butyloxycarbonylamino acids performed with N-tert.-butyl,N'-methylcarbodiimide. 6-Arg and 7-Lys analogs have also been obtained. The peptides show opiate activity in both GPI and MVD assay, and possess antinociceptive properties as estimated by the hot-plate test in mice when applied intracisternally.
authors.affiliation: Department of Chemistry, University of Warsaw, Poland.
authors.forename: J
authors.initials: J
authors.lastname: Izdebski
authors.forename: J
authors.initials: J
authors.lastname: Bondaruk
authors.forename: S W
authors.initials: SW
authors.lastname: Gumułka
authors.forename: P
authors.initials: P
authors.lastname: Krzaścik
mesh_terms: D000596:Amino Acids / Q000032:analysis; D000818:Animals; D002845:Chromatography; D004745:Enkephalins / Q000096:biosynthesis* / Q000302:isolation & purification; D006801:Humans; D051379:Mice; D010084:Oxidation-Reduction; D010455:Peptides / Q000032:analysis; D011498:Protein Precursors / Q000096:biosynthesis* / Q000302:isolation & purification
chemical_list: D000596:Amino Acids; D004745:Enkephalins; D010455:Peptides; D011498:Protein Precursors; C033660:preproenkephalin