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Issue 32, 2015
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Investigation of glycofullerene dynamics by NMR spectroscopy

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Abstract

Glycofullerenes, in which carbohydrate molecules are attached via a linker to a [60]fullerene core, facilitate spherical presentation of glyco-based epitopes. We herein investigate the dynamics of two glycofullerenes, having 12 and 36 mannose residues at their periphery, by NMR translational diffusion and quantitative 13C relaxation studies employing a model-free approach for their interpretation. The sugar residues are shown to be highly flexible entities with S2 < 0.2 in both compounds. Notably, the larger glycofullerene with longer linkers shows faster internal dynamics and higher flexibility than its smaller counterpart. The dynamics and flexibility as well as the slower translational diffusion of the larger glycofullerene, thereby favoring rebinding to a receptor, may together with its spatial extension explain why it is better than the smaller one at blocking the DC-SIGN receptor and inhibiting the infection by pseudotyped Ebola virus particles.

Graphical abstract: Investigation of glycofullerene dynamics by NMR spectroscopy

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Publication details

The article was received on 07 May 2015, accepted on 08 Jul 2015 and first published on 08 Jul 2015


Article type: Paper
DOI: 10.1039/C5OB00929D
Citation: Org. Biomol. Chem., 2015,13, 8750-8755
  • Open access: Creative Commons BY-NC license
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    Investigation of glycofullerene dynamics by NMR spectroscopy

    O. Engström, A. Muñoz, B. M. Illescas, N. Martín, R. Ribeiro-Viana, J. Rojo and G. Widmalm, Org. Biomol. Chem., 2015, 13, 8750
    DOI: 10.1039/C5OB00929D

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