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 efficient assembly of HA fragments up to the pentadecamer level, equipped with a conjugation-ready anomeric allyl function.
Leiden Institute of Chemistry, Leiden University , P.O. Box 9502, 2300 RA Leiden, The Netherlands, and Ancora Pharmaceuticals , 1B Gill Street, Woburn, Massachusetts 01801, United States.
Marthe T C
MT
Walvoort
Anne Geert
AG
Volbeda
Niels R M
NR
Reintjens
Hans
H
van den Elst
Obadiah J
OJ
Plante
Herman S
HS
Overkleeft
Gijsbert A
GA
van der Marel
Jeroen D C
JD
Codée
D004187:Disaccharides / Q000737:chemistry*; D005944:Glucosamine / Q000737:chemistry*; D006820:Hyaluronic Acid / Q000737:chemistry*; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D060327:Solid-Phase Synthesis Techniques
D004187:Disaccharides; D009844:Oligosaccharides; D006820:Hyaluronic Acid; D005944:Glucosamine