Synthesis and NMR characterization of the six regioisomeric monophosphates of octyl beta-D-galactopyranosyl-(1 --> 4)-2-acetamido-2-deoxy-beta-D-glucopyranoside.
All six regioisomeric monophosphates of octyl beta-D-galactopyranosyl-(1 --> 4)-2-acetamido-2-deoxy-beta-D-glucopyranoside have been chemically synthesized and characterized by high-resolution 1H, 13C and 31P NMR spectroscopy. Phosphorylation causes characteristic downfield shifts of the nucleus at the substituted site in the 1H and 13C NMR signals and resulted in a unique 31P signal for each compound.
Rabuka
David
D
Department of Chemistry, University of Alberta, Edmonton, AB, Canada T6G 2G2.
Hindsgaul
Ole
O
D000606:Amino Sugars / Q000737:chemistry; D004187:Disaccharides / Q000737:chemistry; D005958:Glucosephosphates / Q000138:chemical synthesis* / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D010766:Phosphorylation
D000606:Amino Sugars; D004187:Disaccharides; D005958:Glucosephosphates; C475346:octyl -galactopyranosyl-(1-4)-2-acetamido-2-deoxy-beta-D-glucopyranoside