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Synthesis and alpha-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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2011 (English)In: Bioorganic & Medicinal Chemistry Letters, ISSN 0960-894X, E-ISSN 1090-2120, Vol. 21, no 18, 5219-5223 p.Article in journal (Refereed) Published
Abstract [en]

Valienol-derived allylic C-1 bromides have been used as carbaglycosyl donors for alpha-xylo configured valienamine pseudodisaccharide synthesis. We synthesised valienamine analogues of the Glc(alpha 1 -> 3)Glc and Glc(alpha 1 -> 3) Man disaccharides representing the linkages cleaved by alpha-Glucosidase II in N-glycan biosynthesis. These (N1 -> 3)-linked pseudodisaccharides were found to have some alpha-Glucosidase II inhibitory activity, while two other (N1 -> 6)-linked valienamine pseudodisaccharides failed to inhibit the enzyme. (C)

Place, publisher, year, edition, pages
2011. Vol. 21, no 18, 5219-5223 p.
Keyword [en]
alpha-Glucosidase II, Glycosidase inhibitors, Valienamine, Pseudodisaccharides, N-Glycans
National Category
Natural Sciences
Identifiers
URN: urn:nbn:se:su:diva-67274DOI: 10.1016/j.bmcl.2011.07.046ISI: 000294051800018OAI: oai:DiVA.org:su-67274DiVA: diva2:470938
Note
authorCount :5Available from: 2011-12-30 Created: 2011-12-27 Last updated: 2017-12-08Bibliographically approved

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Borbas, K. Eszter
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