title: Semi-rigid tripeptide agonists of melanocortin receptors.
abstract: A series of 30 RCO-HfR-NH(2) derivatives show preference for the mouse MC1R vs MC3-5Rs. trans-4-HOC(6)H(4)CH=CHCO-HfR-NH(2) (13) [EC(50) (nM): MC1R 83, MC3R 20500, MC4R 18130 and MC5R 935; ratio 1:246:217:11] is 11 times more potent than the lead compound LK-394 Ph(CH(2))(3)CO-HfR-NH(2) (2) and only 11 times less potent than the native tridecapeptide alpha-MSH at mMC1R. Differences in conformations of 2 and 13 are discussed.
authors.affiliation: University of Cincinnati, James L. Winkle College of Pharmacy, Cincinnati, OH 45267, USA.
authors.forename: Andrew R
authors.initials: AR
authors.lastname: Ruwe
authors.forename: Leonid
authors.initials: L
authors.lastname: Koikov
authors.forename: Zalfa
authors.initials: Z
authors.lastname: Abdel-Malek
authors.forename: Carrie
authors.initials: C
authors.lastname: Haskell-Luevano
authors.forename: Marvin L
authors.initials: ML
authors.lastname: Dirain
authors.forename: Federico
authors.initials: F
authors.lastname: Portillo
authors.forename: Zhimin
authors.initials: Z
authors.lastname: Xiang
authors.forename: Matt
authors.initials: M
authors.lastname: Wortman
authors.forename: James J
authors.initials: JJ
authors.lastname: Knittel
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D001665:Binding Sites; D003198:Computer Simulation; D051379:Mice; D008968:Molecular Conformation; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D020033:Protein Isoforms / Q000819:agonists / Q000378:metabolism; D044101:Receptors, Melanocortin / Q000819:agonists* / Q000378:metabolism; D000521:alpha-MSH / Q000737:chemistry
chemical_list: D010455:Peptides; D020033:Protein Isoforms; D044101:Receptors, Melanocortin; D000521:alpha-MSH