Synthesis of mono-glucose-branched cyclodextrins with a high inclusion ability for doxorubicin and their efficient glycosylation using Mucor hiemalis endo-β-N-acetylglucosaminidase

The mono-glucose-branched cyclodextrins having an appropriate spacer between the β-cyclodextrin and a glucose moiety were synthesized from β-cyclodextrin and arbutin. They had the significantly high association constants for doxorubicin, the anticancer agent, in the range of 105–106 M−1, and worked as highly reactive glycosyl acceptors for the transglycosylation reaction by endo-β-N-acetylglucosaminidase of Mucor hiemalis to produce sialo-complex type oligosaccharide-branched cyclodextrins in the high yields of 65–67%.