New set of orthogonal protecting groups for the modular synthesis of heparan sulfate fragments.
Six strategically chosen monosaccharide building blocks, which are protected by a novel set of four orthogonal protecting groups (Lev, Fmoc, TBDPS, and All), can be employed for the efficient synthesis of the 20 disaccharide moieties found in heparan sulfate. The properly protected disaccharide building blocks can be converted into glycosyl donors and acceptors, which can be used for the modular synthesis of a wide range of well-defined oligosaccharides that differ in sulfation pattern. [structure: see text]
Prabhu
Arati
A
Complex Carbohydrate Research Center, The University of Georgia, 220 Riverbend Road, Athens, GA 30602, USA.
Venot
Andre
A
Boons
Geert-Jan
GJ
D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis; D006497:Heparan Sulfate / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D008969:Molecular Sequence Data
D004187:Disaccharides; D006497:Heparan Sulfate; D007202:Indicators and Reagents