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.