title: Catechol: A minimal scaffold for non-peptide peptidomimetics of the i + 1 and i + 2 positions of the beta-turn of somatostatin.
abstract: The design, synthesis, and evaluation of a series of catechol-based non-peptide peptidomimetics of the peptide hormone somatostatin have been achieved. These ligands comprise the simplest known non-peptide mimetics of the i + 1 and i + 2 positions of the somatostatin beta-turn. Incorporation of an additional side chain to include the i position of the beta-turn induces a selective 9-fold affinity enhancement at the sst2 receptor.
authors.affiliation: Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.
authors.forename: Brendan P
authors.initials: BP
authors.lastname: Mowery
authors.forename: Vidya
authors.initials: V
authors.lastname: Prasad
authors.forename: Craig S
authors.initials: CS
authors.lastname: Kenesky
authors.forename: Angie R
authors.initials: AR
authors.lastname: Angeles
authors.forename: Laurie L
authors.initials: LL
authors.lastname: Taylor
authors.forename: Jin-Jye
authors.initials: JJ
authors.lastname: Feng
authors.forename: Wen-Long
authors.initials: WL
authors.lastname: Chen
authors.forename: Atsui
authors.initials: A
authors.lastname: Lin
authors.forename: Fong-Chi
authors.initials: FC
authors.lastname: Cheng
authors.forename: Amos B
authors.initials: AB
authors.lastname: Smith
authors.forename: Ralph
authors.initials: R
authors.lastname: Hirschmann
mesh_terms: D002396:Catechols / Q000737:chemistry*; D008958:Models, Molecular; D018716:Molecular Mimicry; D013004:Somatostatin / Q000737:chemistry*
chemical_list: D002396:Catechols; D013004:Somatostatin; C034221:catechol