Methyl 2-O-beta-L-fucopyranosyl alpha-D-glucopyranoside monohydrate: a synchrotron study.
The structure of the title compound, C(13)H(24)O(10).H(2)O, is stabilized by hydrogen bonds situated adjacent to the glycoside linkage. A direct intramolecular hydrogen bond is present between the fucopyranosyl ring O atom and a glucopyranoside OH group, and a bridging water molecule mediates a hydrogen-bond-based interaction from a fucopyranosyl OH group to the methoxy O atom. The conformation of the disaccharide is described by the glycosidic torsion angles phi(H) = -41 degrees and psi(H) = -2 degrees .
Färnbäck
Magnus
M
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden.
Eriksson
Lars
L
Widmalm
Göran
G
D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000737:chemistry*; D006860:Hydrogen Bonding; D008320:Maltose / Q000031:analogs & derivatives* / Q000737:chemistry*; D017356:Synchrotrons
D004187:Disaccharides; C527808:methyl 2-O-beta-L-fucopyranosyl alpha-D-glucopyranoside; D008320:Maltose