NMR studies of saccharide hydrazones, thiosemicarbazones and azines: Model compounds for immobilisation studies

Article abstract of DOI:10.1080/07328309808005766

To evaluate possible chemical strategies for the solid-phase immobilization 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. Hydrazone formation was observed to occur under milder conditions than previously reported, thereby minimising the accompanying N-deacetylation which occurs with N-acetamido sugars. The cyclic β-pyranosyl structures of the saccharide hydrazones, thiosemicarbazones and azines were the preferred isomers in aqueous solution.

Full text of DOI:10.1080/07328309808005766

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Journal of Carbohydrate Chemistry
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NMR Studies of Saccharide Hydrazones,
Thiosemicarbazones and Azines: Model
Compounds for Immobilisation Studies
Helen J. Tweeddale a b & John W. Redmond a
a School of Chemistry, Macquarie University, North Ryde, NSW 2109,
Australia
b Department of Microbiology G08, University of Sydney, NSW 2006,
Australia
Published online: 16 Aug 2006.
To cite this article: Helen J. Tweeddale & John W. Redmond (1998): NMR Studies of Saccharide
Hydrazones, Thiosemicarbazones and Azines: Model Compounds for Immobilisation Studies, Journal of
Carbohydrate Chemistry, 17:1, 27-38
To link to this article: http://dx.doi.org/10.1080/07328309808005766
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