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Issue 26, 2013
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Nanomolar cholera toxininhibitors based on symmetrical pentavalent ganglioside GM1os-sym-corannulenes

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Abstract

Eight symmetric and pentavalent corannulene derivatives were functionalized with galactose and the ganglioside GM1-oligosaccharide (GM1os) via copper-catalyzed alkyne-azidecycloaddition (CuAAC) reactions. The compounds were evaluated for their ability to inhibit the binding of the pentavalent cholera toxin to its natural ligand, ganglioside GM1. In this assay, all ganglioside GM1os-sym-corannulenes proved to be highly potent nanomolar inhibitors of cholera toxin.

Graphical abstract: Nanomolar cholera toxininhibitors based on symmetrical pentavalent ganglioside GM1os-sym-corannulenes

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Publication details

The article was received on 03 Mar 2013, accepted on 11 May 2013 and first published on 04 Jun 2013


Article type: Paper
DOI: 10.1039/C3OB40438B
Citation: Org. Biomol. Chem., 2013,11, 4333-4339
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    Nanomolar cholera toxininhibitors based on symmetrical pentavalent ganglioside GM1os-sym-corannulenes

    M. Mattarella, J. Garcia-Hartjes, T. Wennekes, H. Zuilhof and J. S. Siegel, Org. Biomol. Chem., 2013, 11, 4333
    DOI: 10.1039/C3OB40438B

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