title: Optimization of a somatostatin mimetic via constrained amino acid and backbone incorporation.
abstract: Constrained analogues 5-7 of the potent and subtype selective somatostatin mimetic 1 were prepared by incorporating conformational constraints into the nine-membered heterocyclic scaffold. Each constrained peptidomimetic showed an altered activity profile relative to lead compound 1, with compound 7 exhibiting a 25-fold and 2-fold binding enhancement against somatostatin receptor subtypes sst4 and sst5, respectively.
authors.affiliation: Department of Chemistry, University of California, Berkeley 94720, USA.
authors.forename: A J
authors.initials: AJ
authors.lastname: Souers
authors.forename: A
authors.initials: A
authors.lastname: Rosenquist
authors.forename: E M
authors.initials: EM
authors.lastname: Jarvie
authors.forename: M
authors.initials: M
authors.lastname: Ladlow
authors.forename: W
authors.initials: W
authors.lastname: Feniuk
authors.forename: J A
authors.initials: JA
authors.lastname: Ellman
mesh_terms: D001667:Binding, Competitive; D006801:Humans; D020128:Inhibitory Concentration 50; D008024:Ligands; D018716:Molecular Mimicry; D017481:Receptors, Somatostatin / Q000037:antagonists & inhibitors; D013004:Somatostatin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D008024:Ligands; D017481:Receptors, Somatostatin; D013004:Somatostatin