title: "@-Tides": the 1,2-dihydro-3(6H)-pyridinone unit as a beta-strand mimic.
abstract: The cyclic amino acid surrogate 1 was designed to mimic the extended conformation of a peptide unit and to provide hydrogen bond donor and acceptor functions conducive to beta-sheet formation. A convenient synthesis of this unit and solution and solid-phase methods for its incorporation into an oligomer alternating with peptide units have been devised. The resulting "@-tides", as these oligomers have been designated, show a high propensity for self-association in comparison to oligopeptides; insights into the structure and dynamical properties of their antiparallel dimers have been obtained by NMR.
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, California 94720-1460, USA.
authors.forename: Scott T
authors.initials: ST
authors.lastname: Phillips
authors.forename: Miroslav
authors.initials: M
authors.lastname: Rezac
authors.forename: Ulrich
authors.initials: U
authors.lastname: Abel
authors.forename: Michael
authors.initials: M
authors.lastname: Kossenjans
authors.forename: Paul A
authors.initials: PA
authors.lastname: Bartlett
mesh_terms: D007700:Kinetics; D018716:Molecular Mimicry; D019906:Nuclear Magnetic Resonance, Biomolecular; D009842:Oligopeptides / Q000737:chemistry*; D017433:Protein Structure, Secondary; D011728:Pyridones / Q000138:chemical synthesis / Q000737:chemistry*; D013696:Temperature
chemical_list: D009842:Oligopeptides; D011728:Pyridones