title: Application of Ugi reactions in synthesis of divalent neoglycoconjugates: evidence that the sugars are presented in restricted conformation.
abstract: [reaction: see text]. The Ugi reaction has been used to prepare divalent galactose derivatives. NMR analysis shows that a divalent neoglycoconjugate, where the glycopeptides are bridged by a terephthaloyl group, is an 83:17 mixture of two conformers; the amide groups of the major isomer have E-anti conformations. The spatial relationship and the relative orientation of the sugars are restricted, which may have consequences for the recognition of this and related structures in biological systems.
authors.affiliation: Chemistry Department, Conway Institute of Biomolecular and Biomedical Research, University College Dublin, Dublin 4, Ireland.
authors.forename: H
authors.initials: H
authors.lastname: Bradley
authors.forename: G
authors.initials: G
authors.lastname: Fitzpatrick
authors.forename: W K
authors.initials: WK
authors.lastname: Glass
authors.forename: H
authors.initials: H
authors.lastname: Kunz
authors.forename: P V
authors.initials: PV
authors.lastname: Murphy
mesh_terms: D002236:Carbohydrate Conformation; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy
chemical_list: D006001:Glycoconjugates