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.

SUBMITTER: Bera S 

PROVIDER: S-EPMC3092388 | biostudies-literature | 2011 May

REPOSITORIES: biostudies-literature