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Construction of giant glycosidase inhibitors from iminosugar-substituted fullerene macromonomers

Abstract

An ultra-fast synthetic procedure based on the grafting of twelve fullerene macromonomers onto a fullerene hexa-adduct core has been used for the preparation of a giant molecule with 120 peripheral iminosugar residues. The inhibition profile of this giant iminosugar ball has been evaluated against various glycosidases. In the particular case of the Jack bean α-mannosidase, a dramatic enhancement of the glycosidase inhibitory effect has been evidenced for the giant molecule with 120 peripheral subunits when compared to corresponding mono- and dodecavalent model compounds.

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Publication details

The article was received on 17 Apr 2017, accepted on 10 May 2017 and first published on 10 May 2017


Article type: Paper
DOI: 10.1039/C7TB01052D
Citation: J. Mater. Chem. B, 2017, Accepted Manuscript
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    Construction of giant glycosidase inhibitors from iminosugar-substituted fullerene macromonomers

    T. M. N. Trinh, M. Holler, J. Schneider, M. I. García-Moreno, J. M. Garcia Fernandez, A. Bodlenner, P. Compain, C. Ortiz Mellet and J. F. Nierengarten, J. Mater. Chem. B, 2017, Accepted Manuscript , DOI: 10.1039/C7TB01052D

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