title: Synthesis and conformational analysis of neoglycoconjugates derived from O- and S-glucose.
abstract: Using olefin metathesis as a key step, four neoglycoconjugates incorporating α-O-glucose, α-S-glucose or β-S-glucose as a carbohydrate unit and L-serine or L-cysteine as an amino acid moiety have been synthesized. The four-atom carbon spacer allows the carbohydrate to explore a wide-ranging conformational space, which may have important implications for the molecular recognition of these molecules.
authors.affiliation: Departamento de Química, Universidad de La Rioja, Centro de Investigación en Síntesis Química, Logroño, La Rioja, Spain.
authors.forename: Víctor
authors.initials: V
authors.lastname: Rojas
authors.forename: Javier
authors.initials: J
authors.lastname: Carreras
authors.forename: Francisco
authors.initials: F
authors.lastname: Corzana
authors.forename: Alberto
authors.initials: A
authors.lastname: Avenoza
authors.forename: Jesús H
authors.initials: JH
authors.lastname: Busto
authors.forename: Jesús M
authors.initials: JM
authors.lastname: Peregrina
mesh_terms: D002236:Carbohydrate Conformation; D060326:Chemistry Techniques, Synthetic; D003545:Cysteine / Q000737:chemistry; D005947:Glucose / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D056004:Molecular Dynamics Simulation; D012694:Serine / Q000737:chemistry
chemical_list: D006001:Glycoconjugates; D012694:Serine; D005947:Glucose; D003545:Cysteine