Orthogonal sulfation strategy for synthetic heparan sulfate ligands.
[reaction: see text] An orthogonal sulfation strategy involving six different protecting groups has been developed for generating sulfated carbohydrate libraries based on heparan. Chemoselective cleavage conditions (optimized for a heparan disaccharide) can be performed in the presence of sulfate esters as well as the remaining protecting groups.
Fan
Ren-Hua
RH
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907-2084, USA.
Achkar
Jihane
J
Hernández-Torres
Jesús M
JM
Wei
Alexander
A
D002240:Carbohydrate Sequence; D006497:Heparan Sulfate / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D008024:Ligands; D008969:Molecular Sequence Data; D013431:Sulfates / Q000737:chemistry*
D006497:Heparan Sulfate; D008024:Ligands; D013431:Sulfates