title: Design and synthesis of unnatural heparosan and chondroitin building blocks.
abstract: Triazole linked heparosan and chondroitin disaccharide and tetrasaccharide building blocks were synthesized in a stereoselective manner by applying a very efficient copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction of appropriately substituted azido-glucuronic acid and propargyluted N-acetyl glucosamine and N-acetyl galactosamine derivative, respectively. The resulting suitably substituted tetrasaccharide analogues can be easily converted into azide and alkyne unit for further synthesis of higher oligosaccharide analogues.
authors: Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, New York 12180, USA.
authors: Smritilekha
authors: S
authors: Bera
authors: Robert J
authors: RJ
authors: Linhardt
mesh_terms: D000117:Acetylglucosamine / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D002807:Chondroitin / Q000737:chemistry*; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry*; D015195:Drug Design; D006497:Heparan Sulfate / Q000737:chemistry*; D013237:Stereoisomerism; D013431:Sulfates / Q000737:chemistry
chemical_list: D000117:Acetylglucosamine; D001386:Azides; D002807:Chondroitin; D004187:Disaccharides; D006497:Heparan Sulfate; D013431:Sulfates; C560363:heparosan