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Chemistry of xylopyranosides.
Thorsheim, Karin; Siegbahn, Anna; Johnsson, Richard E; Stålbrand, Henrik; Manner, Sophie; Widmalm, Göran; Ellervik, Ulf.
Affiliation
  • Thorsheim K; Centre for Analysis and Synthesis, Centre for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden.
  • Siegbahn A; Centre for Analysis and Synthesis, Centre for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden.
  • Johnsson RE; Centre for Analysis and Synthesis, Centre for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden.
  • Stålbrand H; Centre for Molecular Protein Science, Centre for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden.
  • Manner S; Centre for Analysis and Synthesis, Centre for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden.
  • Widmalm G; Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden.
  • Ellervik U; Centre for Analysis and Synthesis, Centre for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden. Electronic address: ulf.ellervik@chem.lu.se.
Carbohydr Res ; 418: 65-88, 2015 Dec 11.
Article in En | MEDLINE | ID: mdl-26580709
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.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Pyrans / Xylose / Glycosides Limits: Animals / Humans Language: En Journal: Carbohydr Res Year: 2015 Document type: Article Affiliation country: Country of publication:

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Pyrans / Xylose / Glycosides Limits: Animals / Humans Language: En Journal: Carbohydr Res Year: 2015 Document type: Article Affiliation country: Country of publication: