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

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.

Publication metadata

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: 10.1039/C7OB03035E

DOI: 10.1039/c7ob03035e


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