The interaction of oligosaccharide-branched cyclodextrins with immobilized concanavalin A

New oligosaccharide-branched beta-cyclodextrins (10-12) having Various oligosaccharides in the primary (C6) hydroxyl group of beta-cyclodextrin (CD) were synthesized. Oligosaccharides were converted to lactones at the reducing end, which was connected with 6-monoamino-beta-CD forming an amide bond. They were examined for the interaction with the immobilized concanavalin A (Con A) and compared to available 6-O-glucosyl and maltosyl CDs (1-9). For the analysis of the interaction between Con A immobilized on an aminosilane-hydrogel surface and various oligosaccharides, a biosensor of the FISONS IAsys apparatus based on a resonant mirror detector (RMD) was used. As a result, it interacted with immobilized Con A and both maltosyl-beta-CD (6) and maltosyl-gamma-CD (9), and glucosyl-glucono-amide-beta-CD (10) with association constants, K-a, of 134, 833, and 8570 M-1, respectively. Con A showed the distinct sugar chain recognition to glucosyl-glucono-amide-beta-CD (10). The other oligosaccharide-branched CDs showed rather complicated and obscure interaction.