Issue 32, 2017

Construction of giant glycosidase inhibitors from iminosugar-substituted fullerene macromonomers

Abstract

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

Graphical abstract: Construction of giant glycosidase inhibitors from iminosugar-substituted fullerene macromonomers

Supplementary files

Article information

Article type
Paper
Submitted
17 Apr 2017
Accepted
10 Mei 2017
First published
10 Mei 2017

J. Mater. Chem. B, 2017,5, 6546-6556

Construction of giant glycosidase inhibitors from iminosugar-substituted fullerene macromonomers

T. M. N. Trinh, M. Holler, J. P. Schneider, M. I. García-Moreno, J. M. García Fernández, A. Bodlenner, P. Compain, C. Ortiz Mellet and J. Nierengarten, J. Mater. Chem. B, 2017, 5, 6546 DOI: 10.1039/C7TB01052D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements