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Issue 2, 2009
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Multivalent iminosugars to modulate affinity and selectivity for glycosidases

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Abstract

A series of mono-, di- and tri-valent iminosugars based on oligoethylene scaffolds and N-substituted deoxynojirymicin epitopes have been synthesized by “click chemistry” to study the effect of multivalency on glycosidase inhibition. Biological evaluation evidenced differences in the inhibition trends as a function of the enzyme nature. The results demonstrate that multivalency can be used in some case to modulate both the affinity and the selectivity of glycosidase inhibition.

Graphical abstract: Multivalent iminosugars to modulate affinity and selectivity for glycosidases

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Supplementary files

Article information


Submitted
03 Sep 2008
Accepted
17 Oct 2008
First published
18 Nov 2008

Org. Biomol. Chem., 2009,7, 357-363
Article type
Paper

Multivalent iminosugars to modulate affinity and selectivity for glycosidases

J. Diot, M. I. García-Moreno, S. G. Gouin, C. Ortiz Mellet, K. Haupt and J. Kovensky, Org. Biomol. Chem., 2009, 7, 357
DOI: 10.1039/B815408B

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