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

Research output: Contribution to journalJournal articlepeer-review

  • Mathias C.F. Andersen
  • Irene Boos
  • Christine Kinnaert
  • Shahid I. Awan
  • Henriette Lodberg Pedersen
  • Stjepan Kresimir Kračun
  • Gyrithe Lanz
  • Maja Gro Rydahl
  • Kjærulff, Louise
  • Maria Håkansson
  • Raymond Kimbung
  • Derek T. Logan
  • Charlotte H. Gotfredsen
  • William G.T. Willats
  • Mads H. Clausen

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 languageEnglish
JournalOrganic and Biomolecular Chemistry
Volume16
Issue number7
Pages (from-to)1157-1162
Number of pages6
ISSN1477-0520
DOIs
Publication statusPublished - 2018

ID: 192043530