Synthesis and NMR characterization of the six regioisomeric monophosphates of octyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D- glucopyranoside

Article abstract of DOI:10.1016/S0008-6215(02)00178-7

All six regioisomeric monophosphates of octyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-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.