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Automated synthesis of sialylated oligosaccharides

DOI: 10.3762/bjoc.8.183

Keywords: automated synthesis , disaccharide building blocks , solid-phase synthesis , sialic acid , sialosides

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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.

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