title: Synthesis of cyclic (alpha(2)beta)-tripeptides as potential peptide turn mimetics.
abstract: [reaction: see text] The solid-supported synthesis followed by cyclization in solution of cyclic (alpha(2)beta)-tripeptides, potential peptide beta-turn mimetics, is described. The cyclization takes advantage of facilitating the rotation between trans- and cis-rotamers of two amide bonds. The method is amenable to combinatorial approaches as is illustrated by the synthesis of a small array of cyclic (alpha(2)beta)-tripeptides.
authors.affiliation: Department of Medicinal Chemistry, Utrecht Institute for Pharmaceutical Sciences, Utrecht University, P.O. Box 80082, 3508 TB Utrecht, The Netherlands.
authors.forename: Bas
authors.initials: B
authors.lastname: Wels
authors.forename: John A W
authors.initials: JA
authors.lastname: Kruijtzer
authors.forename: Rob M J
authors.initials: RM
authors.lastname: Liskamp
mesh_terms: D008958:Models, Molecular; D018716:Molecular Mimicry; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D017433:Protein Structure, Secondary; D013329:Structure-Activity Relationship
chemical_list: D009842:Oligopeptides; D010456:Peptides, Cyclic