Automated synthesis of sialylated oligosaccharides

Davide Esposito, Mattan Hurevich, Bastien Castagner, Cheng Chung Wang, Peter H. Seeberger*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

Sialic acid-containing glycans play a major role in cell-surface interactions with external partners such as cells and viruses. Straightforward access to sialosides is required in order to study their biological functions on a molecular level. Here, automated oligosaccharide synthesis was used to facilitate the preparation of this class of biomolecules. Our strategy relies on novel sialyl α-(2→3) and α-(2→6) galactosyl imidates, which, used in combination with the automated platform, provided rapid access to a small library of conjugation-ready sialosides of biological relevance.

Original languageAmerican English
Pages (from-to)1601-1609
Number of pages9
JournalBeilstein Journal of Organic Chemistry
Volume8
DOIs
StatePublished - 21 Sep 2012
Externally publishedYes

Keywords

  • Automated synthesis
  • Disaccharide building blocks
  • Sialic acid
  • Sialosides
  • Solid-phase synthesis

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