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.
Original language | English |
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Journal | Organic and Biomolecular Chemistry |
Volume | 16 |
Issue number | 7 |
Pages (from-to) | 1157-1162 |
Number of pages | 6 |
ISSN | 1477-0520 |
DOIs | |
Publication status | Published - 2018 |