Automated synthesis of sialylated oligosaccharides

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 fa...

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Veröffentlicht in:Beilstein journal of organic chemistry 2012-09, Vol.8 (1), p.1601-1609
Hauptverfasser: Esposito, Davide, Hurevich, Mattan, Castagner, Bastien, Wang, Cheng-Chung, Seeberger, Peter H
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Sprache:eng
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Zusammenfassung: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.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.8.183