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Automated Solid-Phase Synthesis of Hyaluronan Oligosaccharides

Author:
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.
Source:
Organic letters 2012 v.14 no.14 pp. 3776-3779
ISSN:
1523-7052
Subject:
chemical reactions, glucosamine, glucuronic acid, hyaluronic acid, moieties, oligosaccharides
Abstract:
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.
Agid:
5784110