Lingrong Gu

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

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.

Selective interactions of sugar-functionalized single-walled carbon nanotubes with Bacillus spores.

It was reported previously that monosaccharide-functionalized single-walled carbon nanotubes (SWNTs) could interact with Bacillus anthracis (Sterne) spores with the mediation of a divalent cation such as Ca(2+) to result in significant spore aggregation and reduction in colony forming units. In this work a more systematic investigation was performed on interactions of the SWNTs functionalized with individual mannose and galactose moieties and their various dendritic configurations with B. anthracis and B. subtilis spores in the presence and absence of a divalent cation. Significant differences and selectivity between the Bacillus spores and between different sugars and their configurations were observed. The relevant results are presented, and their mechanistic implications are discussed.