title: A novel beta-turn mimic useful for mapping the unknown topology of peptide receptors.
abstract: Ethers of cis or trans D-4-hydroxyproline (Hype), adjacent to octahydroindole-carboxylic acid (Oic), introduce a beta-turn into the backbone of peptides when positioned respectively at the i+1 and i+2 position of the turn. This is confirmed by NMR experiments performed on a model tetrapeptide in water. Synthetic alteration of the ether group allows simple probing of the steric limits and electrostatic potential of a receptor binding site, a technique applied successfully to the bradykinin receptor.
authors.affiliation: Nova Pharmaceutical Corporation, Baltimore, MD 21224.
authors.forename: D J
authors.initials: DJ
authors.lastname: Kyle
authors.forename: L M
authors.initials: LM
authors.lastname: Green
authors.forename: P R
authors.initials: PR
authors.lastname: Blake
authors.forename: D
authors.initials: D
authors.lastname: Smithwick
authors.forename: M F
authors.initials: MF
authors.lastname: Summers
mesh_terms: D000595:Amino Acid Sequence; D001920:Bradykinin; D004987:Ethers; D006909:Hydroxyproline / Q000737:chemistry; D008969:Molecular Sequence Data; D015394:Molecular Structure; D010449:Peptide Mapping / Q000379:methods*; D017433:Protein Structure, Secondary; D018002:Receptors, Bradykinin; D017981:Receptors, Neurotransmitter / Q000737:chemistry*
chemical_list: D004987:Ethers; D018002:Receptors, Bradykinin; D017981:Receptors, Neurotransmitter; D006909:Hydroxyproline; D001920:Bradykinin