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Lookup NU author(s): Professor William WillatsORCiD
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© The Royal Society of Chemistry 2018.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.
Author(s): Andersen MCF, Boos I, Kinnaert C, Awan SI, Pedersen HL, Kracun SK, Lanz G, Rydahl MG, Kjaerulff L, Hakansson M, Kimbung R, Logan DT, Gotfredsen CH, Willats WGT, Clausen MH
Publication type: Article
Publication status: Published
Journal: Organic and Biomolecular Chemistry
Year: 2018
Volume: 16
Issue: 7
Pages: 1157-1162
Print publication date: 21/02/2018
Online publication date: 15/01/2018
Acceptance date: 15/01/2018
ISSN (print): 1477-0520
ISSN (electronic): 1477-0539
Publisher: Royal Society of Chemistry
URL: https://doi.org/ 10.1039/C7OB03035E
DOI: 10.1039/c7ob03035e
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