title: First 3-D structure determination of a peptide oxazol-5(4H)-one with a chiral protein amino acid in the heterocyclic moiety: an x-ray diffraction analysis of the enantiomeric and racemic Goodman oxazolone.
abstract: The x-ray diffraction structure analyses of the L-enantiomeric and racemic forms of the 2-(1'-benzyloxycarbonylamino-1'-methyl) ethyl-4-benzyl-oxazol-5(4H)-one, the Goodman oxazolone, have been performed. In the crystal state the oxazolone ring of the enantiomeric compound is nearly sandwiched between the two phenyl rings, whereas in the racemate the phenyl ring of the N alpha-protecting group moves away from the oxazolone ring.
authors.affiliation: University of Padova, Italy.
authors.forename: M
authors.initials: M
authors.lastname: Crisma
authors.forename: G
authors.initials: G
authors.lastname: Valle
authors.forename: V
authors.initials: V
authors.lastname: Moretto
authors.forename: F
authors.initials: F
authors.lastname: Formaggio
authors.forename: C
authors.initials: C
authors.lastname: Toniolo
mesh_terms: D018360:Crystallography, X-Ray; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C095654:2-(1'-benzyloxycarbonylamino-1'-methyl)ethyl-4-benzyloxazol-5(4H)-one; D010080:Oxazoles