Skip to main content

Lund University Publications

LUND UNIVERSITY LIBRARIES

Synthesis of branched and linear 1,4-linked galactan oligosaccharides

Andersen, Mathias C.F. ; Boos, Irene ; Kinnaert, Christine ; Awan, Shahid I. ; Pedersen, Henriette L. ; Kračun, Stjepan K. ; Lanz, Gyrithe ; Rydahl, Maja G. ; Kjærulff, Louise and Håkansson, Maria LU , et al. (2018) In Organic and Biomolecular Chemistry 16(7). p.1157-1162
Abstract

We report the synthesis of linear and branched (1→4)-d-galactans. Four tetrasaccharides and one pentasaccharide were accessed by adopting a procedure of regioselective ring opening of a 4,6-O-naphthylidene protecting group followed by glycosylation using phenyl thioglycoside donors. The binding of the linear pentasaccharide with galectin-3 is also investigated by the determination of a co-crystal structure. The binding of the (1→4)-linked galactan to Gal-3 highlights the oligosaccharides of pectic galactan, which is abundant in the human diet, as putative Gal-3 ligands.

Please use this url to cite or link to this publication:
author
; ; ; ; ; ; ; ; and , et al. (More)
; ; ; ; ; ; ; ; ; ; ; ; ; and (Less)
publishing date
type
Contribution to journal
publication status
published
subject
in
Organic and Biomolecular Chemistry
volume
16
issue
7
pages
6 pages
publisher
Royal Society of Chemistry
external identifiers
  • scopus:85042163352
  • pmid:29367995
ISSN
1477-0520
DOI
10.1039/c7ob03035e
language
English
LU publication?
no
additional info
Publisher Copyright: © The Royal Society of Chemistry 2018.
id
366d3ca6-0c31-446e-992a-38ce6c43f58e
date added to LUP
2022-04-08 08:56:36
date last changed
2024-03-17 00:51:13
@article{366d3ca6-0c31-446e-992a-38ce6c43f58e,
  abstract     = {{<p>We report the synthesis of linear and branched (1→4)-d-galactans. Four tetrasaccharides and one pentasaccharide were accessed by adopting a procedure of regioselective ring opening of a 4,6-O-naphthylidene protecting group followed by glycosylation using phenyl thioglycoside donors. The binding of the linear pentasaccharide with galectin-3 is also investigated by the determination of a co-crystal structure. The binding of the (1→4)-linked galactan to Gal-3 highlights the oligosaccharides of pectic galactan, which is abundant in the human diet, as putative Gal-3 ligands.</p>}},
  author       = {{Andersen, Mathias C.F. and Boos, Irene and Kinnaert, Christine and Awan, Shahid I. and Pedersen, Henriette L. and Kračun, Stjepan K. and Lanz, Gyrithe and Rydahl, Maja G. and Kjærulff, Louise and Håkansson, Maria and Kimbung, Raymond and Logan, Derek T. and Gotfredsen, Charlotte H. and Willats, William G.T. and Clausen, Mads H.}},
  issn         = {{1477-0520}},
  language     = {{eng}},
  number       = {{7}},
  pages        = {{1157--1162}},
  publisher    = {{Royal Society of Chemistry}},
  series       = {{Organic and Biomolecular Chemistry}},
  title        = {{Synthesis of branched and linear 1,4-linked galactan oligosaccharides}},
  url          = {{http://dx.doi.org/10.1039/c7ob03035e}},
  doi          = {{10.1039/c7ob03035e}},
  volume       = {{16}},
  year         = {{2018}},
}