The syntheses of oligosaccharide-branched cyclodextrins, which showed potential binding to the saccharide-interacting protein, lectin, were investigated. The transglycosylations to Fmoc-Asn(GlcNAc)-NH-cyclodextrin by endo-β-N-acetylglucosaminidase of Mucor hiemalis (Endo-M) gave three kinds of natural oligosaccharide-branched cyclodextrins (7-9) in satisfactory yields. The association constant of the high-mannose type oligosaccharide-branched CD (7) with immobilized concanavalin A was found to be approximately 1.6 x 107 M-1 using an optical biosensor.
Matsuda, K., Inazu, T., Haneda, K., Mizuno, M., Yamanoi, T., Hattori, K., … Kumagai, H. (1997). The chemo-enzymatic synthesis and evaluation of oligosaccharide-branched cyclodextrins. Bioorganic and Medicinal Chemistry Letters, 7(18), 2353–2356. https://doi.org/10.1016/S0960-894X(97)00441-1