title: Three-dimensional structural diversity-oriented peptidomimetics based on the cyclopropylic strain.
abstract: Conformationally restricted peptidomimetics comprising eight stereoisomeric scaffolds with three-dimensional structural diversity were designed based on the structural features of cyclopropane, that is, cyclopropylic strain, which mimic wide-ranging tetrapeptide conformations covering β-turns through β-strands. Stereoselective synthesis of the designed peptidomimetics led to the identification of nonpeptidic melanocortin-4 receptor ligands.
authors.affiliation: Faculty of Pharmaceutical Sciences, Center for Research and Education on Drug Discovery, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
authors.forename: Akira
authors.initials: A
authors.lastname: Mizuno
authors.forename: Shiho
authors.initials: S
authors.lastname: Miura
authors.forename: Mizuki
authors.initials: M
authors.lastname: Watanabe
authors.forename: Yoshihiko
authors.initials: Y
authors.lastname: Ito
authors.forename: Shizuo
authors.initials: S
authors.lastname: Yamada
authors.forename: Takenao
authors.initials: T
authors.lastname: Odagami
authors.forename: Yuji
authors.initials: Y
authors.lastname: Kogami
authors.forename: Mitsuhiro
authors.initials: M
authors.lastname: Arisawa
authors.forename: Satoshi
authors.initials: S
authors.lastname: Shuto
mesh_terms: D000595:Amino Acid Sequence; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D008958:Models, Molecular; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D057786:Peptidomimetics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017433:Protein Structure, Secondary; D044105:Receptor, Melanocortin, Type 4 / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D009842:Oligopeptides; D057786:Peptidomimetics; D044105:Receptor, Melanocortin, Type 4; C030797:cyclopropane