Automated Solid-Phase Synthesis of Hyaluronan Oligosaccharides

Automated Solid-Phase Synthesis of Hyaluronan Oligosaccharides

Well-defined fragments of hyaluronic acid (HA) have been obtained through a fully automated solid-phase oligosaccharide synthesis. Disaccharide building blocks, featuring a disarmed glucuronic acid donor moiety and a di-tert-butylsilylidene-protected glucosamine part, were used in the rapid and effi...

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Veröffentlicht in:Organic letters 2012-07, Vol.14 (14), p.3776-3779
Hauptverfasser: Walvoort, Marthe T. C, Volbeda, Anne Geert, Reintjens, Niels R. M, van den Elst, Hans, Plante, Obadiah J, Overkleeft, Herman S, van der Marel, Gijsbert A, Codée, Jeroen D. C
Format: Artikel
Sprache:eng
Schlagworte:
Disaccharides - chemistry
Glucosamine - chemistry
Hyaluronic Acid - chemistry
Molecular Structure
Oligosaccharides - chemical synthesis
Oligosaccharides - chemistry
Solid-Phase Synthesis Techniques
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Beschreibung
Zusammenfassung:Well-defined fragments of hyaluronic acid (HA) have been obtained through a fully automated solid-phase oligosaccharide synthesis. Disaccharide building blocks, featuring a disarmed glucuronic acid donor moiety and a di-tert-butylsilylidene-protected glucosamine part, were used in the rapid and efficient assembly of HA fragments up to the pentadecamer level, equipped with a conjugation-ready anomeric allyl function.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol301666n