Solid-state 17O NMR in carbohydrates

Solid-state 17O magic-angle spinning nuclear magnetic resonance measurements at 19.5 Tesla were performed on 17O-enriched methyl α-d-galactopyranoside (4-17O), methyl β-d-glucopyranoside (2-17O), methyl α-d-glucopyranoside (4-17O), methyl α-d-glucopyranoside (6-17O), and α-d-glucopyranosyl (1 → 6) α-d-glucopyranoside (6-17O). The 17O quadrupolar coupling constants and asymmetry parameters measured can be predicted with a model based entirely on the first-coordination sphere around oxygen. For the hydroxyl sites observed in the methyl glucosides, the quadrupolar coupling parameters are nearly identical, within 10% as predicted, given their nearly identical first-coordination sphere structures.