title: Methyl 4-O-β-D-xylopyranosyl β-D-mannopyranoside, a core disaccharide of an antifreeze glycolipid.
abstract: Methyl β-D-xylopyranosyl-(1→4)-β-D-mannopyranoside, C12H22O10, crystallized as colorless block-like needles from methanol-water solvent. Comparisons to the internal linkage conformations in the two crystallographic forms of the structurally related disaccharide methyl β-D-mannopyranosyl-(1→4)-β-D-xylopyranoside are discussed. Intramolecular inter-residue hydrogen bonding is observed between one mannopyranosyl hydroxy O atom and the ring O atom of the xylopyranosyl residue. Intermolecular hydrogen bonding yields a bilayered two-dimensional sheet of molecules that are located parallel to the bc plane.
authors.affiliation: University of Notre Dame, Department of Chemistry and Biochemistry, 251 Nieuwland Science Hall, Notre Dame, IN 46556-5670, USA.
authors.forename: Wenhui
authors.initials: W
authors.lastname: Zhang
authors.forename: Allen G
authors.initials: AG
authors.lastname: Oliver
authors.forename: Henry M
authors.initials: HM
authors.lastname: Vu
authors.forename: John G
authors.initials: JG
authors.lastname: Duman
authors.forename: Anthony S
authors.initials: AS
authors.lastname: Serianni
mesh_terms: D021301:Antifreeze Proteins / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004187:Disaccharides / Q000737:chemistry*; D014867:Water / Q000737:chemistry; D014994:Xylose / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D021301:Antifreeze Proteins; D004187:Disaccharides; C579088:methyl 4-O-beta-D-mannopyranosyl beta-D-xylopyranoside; D014867:Water; D014994:Xylose
keywords: antifreeze glycolipid; crystal structure; disaccharides