title: CNT loading into cationic cholesterol suspensions show improved DNA binding and serum stability and ability to internalize into cancer cells.
abstract: Methods which disperse single-walled carbon nanotubes (SWNTs) in water as 'debundled', while maintaining their unique physical properties are highly useful. We present here a family of cationic cholesterol compounds (Chol+) {Cholest-5en-3β-oxyethyl pyridinium bromide (Chol-PB+), Cholest-5en-3β-oxyethyl N-methyl pyrrolidinium bromide (Chol-MPB+), Cholest-5en-3β-oxyethyl N-methyl morpholinium bromide (Chol-MMB+) and Cholest-5en-3β-oxyethyl diazabicyclo octanium bromide (Chol-DOB+)}. Each of these could be easily dispersed in water. The resulting cationic cholesterol (Chol+) suspensions solubilized single-walled carbon nanotubes (SWCNTs) by the non-specific physical adsorption of Chol+ to form stable, transparent, dark aqueous suspensions at room temperature. Electron microscopy reveals the existence of highly segregated CNTs in these samples. Zeta potential measurements showed an increase in potential of cationic cholesterol aggregates on addition of CNTs. The CNT-Chol+ suspensions were capable of forming stable complexes with genes (DNA) efficiently. The release of double-helical DNA from such CNT-Chol+ complexes could be induced upon the addition of anionic micellar solution of SDS. Furthermore, the CNT-based DNA complexes containing cationic cholesterol aggregates showed higher stability in fetal bovine serum media at physiological conditions. Confocal studies confirm that CNT-Chol+ formulations adhere to HeLa cell surfaces and get internalized more efficiently than the cationic cholesterol suspensions alone (devoid of any CNTs). These cationic cholesterol-CNT suspensions therefore appear to be a promising system for further use in biological applications.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore, India.
authors.forename: Bhupender S
authors.initials: BS
authors.lastname: Chhikara
authors.forename: Santosh K
authors.initials: SK
authors.lastname: Misra
authors.forename: Santanu
authors.initials: S
authors.lastname: Bhattacharya
mesh_terms: D000818:Animals; D002412:Cations / Q000737:chemistry*; D002417:Cattle; D002463:Cell Membrane Permeability; D002784:Cholesterol / Q000031:analogs & derivatives*; D002942:Circular Dichroism; D004247:DNA / Q000008:administration & dosage* / Q000378:metabolism; D006367:HeLa Cells; D006801:Humans; D037742:Nanotubes, Carbon / Q000737:chemistry* / Q000648:ultrastructure; D044967:Serum / Q000378:metabolism; D012995:Solubility; D013535:Suspensions
chemical_list: D002412:Cations; D037742:Nanotubes, Carbon; D013535:Suspensions; D004247:DNA; D002784:Cholesterol