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Effect of Single-Walled Carbon Nanotube Association upon H NMR Spectra of Representative Organonitrogen Compounds.

ABSTRACT: This report is important to achieving SWCNT solvation, understanding adsorption of molecules on SWCNT surfaces, and SWCNT characterization by NMR. Complexation of 1-methyl-2-pyrrolidone (NMP) and other selected organonitrogens with single-walled carbon nanotubes (SWCNTs) was studied by proton nuclear magnetic resonance (NMR). The magnitude of (1)H NMR chemical shift change upon SWCNT:organonitrogen complex formation represents the strength of the association. Magnitudes of changes in NMR signals of different protons in the organonitrogen reveal which protons are in close proximity to SWCNTs. Results reveal that (1) in amides and aminoketones, SWCNT association with carbonyls is stronger than with nitrogen, (2) in aminoalcohols, SWCNT association with nitrogen is stronger than with oxygen, and (3) protons bonded to heteroatoms have greater changes in their chemical shifts than those bonded to carbons. Changes (broadening and downfield shifts) in (1)H NMR signals of the organonitrogen compounds, which accompany SWCNT:organonitrogen association, are dependent upon (1) type of proton within R (?, ?, etc.), (2) proximity to the carbonyl (R-CO versus NR(2)), (3) steric effects of alkyls, (4) electronic effects of alkyls, and (5) effects of tethering two ends of a molecule.

SUBMITTER: Nelson DJ

PROVIDER: S-EPMC2894704 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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Effect of Single-Walled Carbon Nanotube Association upon H NMR Spectra of Representative Organonitrogen Compounds.

Nelson Donna J DJ Nagarajan Panneer Selvam PS Brammer Christopher N CN Perumal Paramasivan T PT

The journal of physical chemistry. C, Nanomaterials and interfaces 20100501 22

This report is important to achieving SWCNT solvation, understanding adsorption of molecules on SWCNT surfaces, and SWCNT characterization by NMR. Complexation of 1-methyl-2-pyrrolidone (NMP) and other selected organonitrogens with single-walled carbon nanotubes (SWCNTs) was studied by proton nuclear magnetic resonance (NMR). The magnitude of (1)H NMR chemical shift change upon SWCNT:organonitrogen complex formation represents the strength of the association. Magnitudes of changes in NMR signals ...[more]

PMID: 20606726

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Project description:Carbon nanotubes were among the earliest products of nanotechnology and have many potential applications in medicine, electronics, and manufacturing. The low density, small size, and biological persistence of carbon nanotubes create challenges for exposure control and monitoring and make respiratory exposures to workers likely. We have previously shown mitotic spindle aberrations in cultured primary and immortalized human airway epithelial cells exposed to 24, 48 and 96 ?g/cm(2) single-walled carbon nanotubes (SWCNT). To investigate mitotic spindle aberrations at concentrations anticipated in exposed workers, primary and immortalized human airway epithelial cells were exposed to SWCNT for 24-72 h at doses equivalent to 20 weeks of exposure at the Permissible Exposure Limit for particulates not otherwise regulated. We have now demonstrated fragmented centrosomes, disrupted mitotic spindles and aneuploid chromosome number at those doses. The data further demonstrated multipolar mitotic spindles comprised 95% of the disrupted mitoses. The increased multipolar mitotic spindles were associated with an increased number of cells in the G2 phase of mitosis, indicating a mitotic checkpoint response. Nanotubes were observed in association with mitotic spindle microtubules, the centrosomes and condensed chromatin in cells exposed to 0.024, 0.24, 2.4 and 24 ?g/cm(2) SWCNT. Three-dimensional reconstructions showed carbon nanotubes within the centrosome structure. The lower doses did not cause cytotoxicity or reduction in colony formation after 24h; however, after three days, significant cytotoxicity was observed in the SWCNT-exposed cells. Colony formation assays showed an increased proliferation seven days after exposure. Our results show significant disruption of the mitotic spindle by SWCNT at occupationally relevant doses. The increased proliferation that was observed in carbon nanotube-exposed cells indicates a greater potential to pass the genetic damage to daughter cells. Disruption of the centrosome is common in many solid tumors including lung cancer. The resulting aneuploidy is an early event in the progression of many cancers, suggesting that it may play a role in both tumorigenesis and tumor progression. These results suggest caution should be used in the handling and processing of carbon nanotubes.

Dataset Information

Effect of Single-Walled Carbon Nanotube Association upon H NMR Spectra of Representative Organonitrogen Compounds.

Publications

Effect of Single-Walled Carbon Nanotube Association upon H NMR Spectra of Representative Organonitrogen Compounds.

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