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Chemistry of xylopyranosides.

Thorsheim, Karin LU ; Siegbahn, Anna LU ; Johnsson, Richard LU ; Stålbrand, Henrik LU ; Manner, Sophie LU ; Widmalm, Göran and Ellervik, Ulf LU (2015) In Carbohydrate Research 418. p.65-88
Abstract
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... (More)
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. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Carbohydrate Research
volume
418
pages
65 - 88
publisher
Elsevier
external identifiers
  • pmid:26580709
  • wos:000366219900009
  • scopus:84947423757
ISSN
1873-426X
DOI
10.1016/j.carres.2015.10.004
language
English
LU publication?
yes
id
4d78e347-4314-4ed3-b44e-e3185bbc6444 (old id 8235260)
date added to LUP
2015-12-08 10:19:59
date last changed
2017-10-22 03:04:31
@article{4d78e347-4314-4ed3-b44e-e3185bbc6444,
  abstract     = {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.},
  author       = {Thorsheim, Karin and Siegbahn, Anna and Johnsson, Richard and Stålbrand, Henrik and Manner, Sophie and Widmalm, Göran and Ellervik, Ulf},
  issn         = {1873-426X},
  language     = {eng},
  pages        = {65--88},
  publisher    = {Elsevier},
  series       = {Carbohydrate Research},
  title        = {Chemistry of xylopyranosides.},
  url          = {http://dx.doi.org/10.1016/j.carres.2015.10.004},
  volume       = {418},
  year         = {2015},
}