Carbohydrate-appended curdlans as a new family of glycoclusters with binding properties both for a polynucleotide and lectins

摘要: Beta-1,3-glucans having carbohydrate-appendages (alpha-D-mannoside, N-acetyl-beta-D-glucosaminide and beta-lactoside) at the C6-position of every repeating unit can be readily prepared from curdlan (a linear beta-1,3-glucan) through regioselective bromination/azidation to afford 6-azido-6-deoxycurdlan followed by chemo-selective Cu(i)-catalyzed [3 + 2]-cycloaddition with various carbohydrate modules a terminal alkyne. The resultant carbohydrate-appended curdlans interact polycytosine form stable macromolecular complexes consistent two polysaccharide strands one strand. Furthermore, these show strong specific affinity toward carbohydrate-binding proteins (lectins). Therefore, utilize as new family glycoclusters.