NMR-STUDIES OF SACCHARIDE HYDRAZONES, THIOSEMICARBAZONES AND AZINES -MODEL COMPOUNDS FOR IMMOBILIZATION STUDIES

To evaluate possible chemical strategies for the solid-phase immobiliz ation of sugars, studies on the formation and stability of hydrazones, thiosemicarbazones and azines of D-glucose and 2-acetamido-2-deoxy-D- glucose, and the subsequent release of sugars, were carried out. Hydra zone formation was observed to occur under milder conditions than prev iously reported, thereby minimising the accompanying N-deacetylation w hich occurs with N-acetamido sugars. The cyclic beta-pyranosyl structu res of the saccharide hydrazones, thiosemicarbazones and azines were t he preferred isomers in aqueous solution.