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Synthesis of unsaturated aminopyranosides as possible transition state mimics for glycosidases

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Jordan, A.M., Osborn, H.M.I. ORCID: https://orcid.org/0000-0002-0683-0457, 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: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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