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Chemistry of xylopyranosides
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2015 (English)In: Carbohydrate Research, ISSN 0008-6215, E-ISSN 1873-426X, Vol. 418, 65-88 p.Article, review/survey (Refereed) Published
Abstract [en]

Xylose is one of the few monosaccharidic building blocks that are used by mammalian cells. In comparison with other monosaccharides, xylose is rather unusual and, so far, only found in two different mammalian structures, i.e. in the Notch receptor and as the linker between protein and glycosaminoglycan (GAG) chains in proteoglycans. Interestingly, simple soluble xylopyranosides can not only initiate the biosynthesis of soluble GAG chains but also function as inhibitors of important enzymes in the biosynthesis of proteoglycans. Furthermore, xylose is a major constituent of hemicellulosic xylans and thus one of the most abundant carbohydrates on Earth. Altogether, this has spurred a strong interest in xylose chemistry. The scope of this review is to describe synthesis of xylopyranosyl donors, as well as protective group chemistry, modifications, and conformational analysis of xylose.

Place, publisher, year, edition, pages
2015. Vol. 418, 65-88 p.
Keyword [en]
Xylopyranoside, Biology, Glycoside synthesis, Protective groups, Modifications, Conformational analysis
National Category
Biological Sciences Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-125648DOI: 10.1016/j.carres.2015.10.004ISI: 000366219900009OAI: oai:DiVA.org:su-125648DiVA: diva2:895495
Funder
Swedish Research CouncilKnut and Alice Wallenberg FoundationLars Hierta Memorial Foundation
Available from: 2016-01-19 Created: 2016-01-15 Last updated: 2016-12-11Bibliographically approved

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Widmalm, Göran
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Department of Organic Chemistry
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