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Synthesis of unsaturated aminopyranosides as possible transition state mimics for glycosidases

Jordan, A.M., Osborn, H.M.I., Stafford, P.M., Tzortzis, G. and Rastall, R.A. (2003) Synthesis of unsaturated aminopyranosides as possible transition state mimics for glycosidases. Journal of Carbohydrate Chemistry, 22 (7-8). pp. 705-717. ISSN 0732-8303

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To link to this item DOI: 10.1081/car-120026469

Abstract/Summary

Four unsaturated aminopyranosides have been prepared as possible transition-state mimics targeted towards carbohydrate processing enzymes. The conformations of the protonated aminosugars have been investigated by molecular modelling and their ability to inhibit alpha- and beta-glucosidases and an a-mannosidase have been probed. Two targets proved moderate inhibitors of alpha-glucosidases from Brewer's yeast and Bacillus stearothennophilus.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11376
Uncontrolled Keywords:glycosyl processing enzyme, oligosaccharide, inhibitor, EMERGING CLASS, INHIBITORS, AMINO(HYDROXYMETHYL)CYCLOPEN-TANETRIOLS, GLYCOBIOLOGY, MANNOSIDASE, ANALOGS, ACID

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