title: Synthesis and structure of oxetane containing tripeptide motifs.
abstract: A new class of peptidomimetic is reported in which one of the amide C=O bonds of the peptide backbone is replaced by an oxetane ring. They are synthesised by conjugate addition of various α-amino esters to a 3-(nitromethylene)oxetane, reduction of the nitro group and further coupling with N-Z protected amino acids to grow the peptide chain. Structural insights are provided by X-ray diffraction and molecular dynamics simulations.
authors: Department of Chemistry, University of Warwick, Gibbet Hill Road, Coventry, CV4 7AL, UK. m.shipman@warwick.ac.uk.
authors: Nicola H
authors: NH
authors: Powell
authors: Guy J
authors: GJ
authors: Clarkson
authors: Rebecca
authors: R
authors: Notman
authors: Piotr
authors: P
authors: Raubo
authors: Nathaniel G
authors: NG
authors: Martin
authors: Michael
authors: M
authors: Shipman
mesh_terms: D000577:Amides / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry; D004988:Ethers, Cyclic / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009842:Oligopeptides / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D000577:Amides; D000596:Amino Acids; D004988:Ethers, Cyclic; D009842:Oligopeptides; C005287:oxetane