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Biomacromolecules. 2008 Sep;9(9):2408-18. doi: 10.1021/bm800395e. Epub 2008 Aug 20.

Single-walled carbon nanotube as a unique scaffold for the multivalent display of sugars.

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  • 1Department of Chemistry and Laboratory for Emerging Materials and Technology, Clemson University, Clemson, South Carolina 29634-0973, USA.


Single-walled carbon nanotube (SWNT) is a pseudo-one-dimensional nanostructure capable of carrying/displaying a large number of bioactive molecules and species in aqueous solution. In this work, a series of dendritic beta-D-galactopyranosides and alpha-D-mannopyranosides with a terminal amino group were synthesized and used for the functionalization of SWNTs, which targeted the defect-derived carboxylic acid moieties on the nanotube surface. The higher-order sugar dendrons were more effective in the solubilization of SWNTs, with the corresponding functionalized nanotube samples of improved aqueous solubility characteristics. Through the functionalization, the nanotube apparently serves as a unique scaffold for displaying multiple copies of the sugar molecules in pairs or quartets. Results on the synthesis and characterization of these sugar-functionalized SWNTs and their biological evaluations in binding assays with pathogenic Escherichia coli and with Bacillus subtilis (a nonvirulent simulant for Bacillus anthracis or anthrax) spores are presented and discussed.

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