Potential Toxicity of Fullerenes and Molecular Modeling of Their Transport across Lipid Membranes

Nanoscience and Nanotechnology: Environmental and Health Impacts

Volumn , Issue , 2008, Pages 233-260

  Kopelevich, Dmitry I ^a   Bonzongo, Jean Claude ^a   Tasseff, Ryan A ^b   Gao, Jie ^a   Ban, Young Min ^a   Bitton, Gabriel ^a  

^a University of Florida   (United States)

^b Cornell University   (United States)

Author keywords

Coarse grained model for lipids and water; Fullerene potential toxicity and transport molecular modeling; Molecular dynamics simulations

Indexed keywords

EID: 84889362287     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9780470396612.ch10     Document Type: Chapter

References (65)

1. Masciangioli, T., Zhang, X. Environmental technologies at nanoscale. Environ Sci Technol 2003;37:102A-108A.
2. Florence, A.T., Hillery, A.M., Hussain, N., Jani, P.U. Nanoparticles as carriers for oral peptide absorption: studies on particle uptake and fate. J Control Release 1995;36:39-46.
3. Jensen, A.W., Wilson, S.R., Schuster, D.I. Biological applications of fullerenes. Bioorg Med Chem 1996;6:767-779.
4. Wang, I.C., Tai, L.A., Lee, D.D., Kanakamma, P.P., Shen, C.K.-F., Luh, T.-Y., Wang, C.-B., Zhang, W.-X. Synthesizing nanoscale iron particles for rapid and complete dechlorination of TCE and PCBs. Environ Sci Technol 1997;31:2154-2156.
5. Davis, S.S. Biomedical applications of nanotechnology: implications for drug targeting and gene therapy. Trends Biotechnol 1997;6:217-224.
6. Zajtchuk, R. New technologies in medicine: biotechnology and nanotechnology. Dis Mon 1999;45:453-495.
7. 60. J Nanopart Res 2003;5:561-566.
8. Eng, T.R. Population health technologies: emerging innovations for the health of the public. Am J Prev Med 2004;26:237-242.
9. Tungittiplakor, W., Lion, L.W., Cohen, C., Kim, J.-Y. Engineered polymeric nanoparticles for soil remediation. Environ Sci Technol 2004;38:1605-1610.
10. Blaise, C., Ferard, J.F., Vasseur, P. Microplate toxicity tests with microalgae: a review. In: Wells, P.G., Lee, K., Blaise, C., editors. Microscale Toxicology, Advances, Techniques and Practice, Boca Raton, USA: CRC Press; 1986.
11. Blaise, C. Microbiotests in aquatic ecotoxicology: characteristics, utility and prospects. Environ Toxicol Water Qual Int J 1991;6:145-156.
12. Janssen, C. Alternative assays for routine toxicity assessments: a review. In: Schuurmann, G., Markert, B. editors. Ecotoxicology: Ecology Fundamentals, Chemical Exposure, and Biological Effects, New York: Wiley & Sons, Inc.; 1997. pp. 813-839.
13. Lecoanet, H.F., Wiesner, M.K. Velocity effects on fullerene and oxide nanoparticle deposition in porous media. Environ Sci Technol 2004;38:4377-4382.
14. Lecoanet, H.F., Bottero, J.-Y., Wiesner, M.K. Laboratory assessment of the mobility of nanomaterials in porous media. Environ Sci Technol 2004;38:5164-5169.
15. Hyung, H., Fortner, J.D., Hughes, J.B., Kim, J.-H. Natural organic matter stabilizes carbon nanotubes in the aqueous phase. Environ Sci Technol 2007;41:179-184.
16. 60 in water: nanocrystal formation and microbial response. Environ Sci Technol 2005;39:4307-4316.
17. Chang, R., Violi, A. Insights into the effect of combustion-generated carbon nanoparticles on biological membranes: a computer simulation study. J Phys Chem B 2006;110:5073-5083.
18. 60 and its derivatives across a lipid bilayer. Nano Lett 2007;7:614-619.
19. Finkelstein, A. Water and nonelectrolyte permeability of lipid bilayer membranes. J Gen Physiol 1976;68:127-135.
20. Marrink, S.J., Berendsen, H.J.C. Simulation of water transport through a lipid membrane. J Phys Chem 1994;98:4155.
21. Marrink, S.J., Berendsen, H.J.C. Permeation process of small molecules across lipid membranes studied by molecular dynamics simulations. J Phys Chem 1996;100: 16729.
22. Geiser, M., Rothen-Rutishauser, B., Kapp, N., Schürch, S., Kreyling, W., Schulz, H., Semmler, M., Hof, V.I., Heyder, J., Gehr, P. Ultrafine particles cross cellular membranes by nonphagocytic mechanisms in lungs and in cultured cells. Environ Health Perspect 2005;113:1555-1560.
23. Rothen-Rutishauser, B.M., Schürch, S., Haenni, B., Kapp, N., Gehr, P. Interaction of fine particles and nanoparticles with red blood cells visualized with advanced microscopic techniques. Environ Sci Technol 2006;40:4353-4359.
24. Wilson, M.A., Pohorille, A. Mechanism of unassisted ion transport across membrane bilayers. J Am Chem Soc 1996;118:6580.
25. Tieleman, D.P., Marrink, S.J., Berendsen, H.J.C. A computer perspective of membrances: molecular dynamics studies of lipid bilayer systems. Biochem Biophys Acta 1997;1331:235-270.
26. Ulander, J., Haymet, A.D.J. Permeation across hydrated DPPC lipid bilayers: simulation of the titrable amphiphilic drug valproic acid. Biophys J 2003;85:3475-3485.
27. Marrink, S.J., de Vries, A.H., Mark, A.E. Coarse grained model for semi-quantitative lipid simulations. J Phys Chem B 2004;108:750-760.
28. US EPA. Short-Term Methods for Estimating the Chronic Toxicity of Effluents and Receiving Waters to Freshwater Organisms, 3rd ed. EPA/600/4-91/002, Cincinnati, OH; 1994.
29. Bitton, G., Koopman, B. Bacterial and enzymatic bioassays for toxicity testing in the environment. Rev Environ Contam Toxicol 1992;125:1-22.
30. Bitton, G., Jung, K., Koopman, B. Evaluation of a microplate assay specific for heavy metal toxicity. Arch Environ Contam Toxicol 1994;27:25-28.
31. Deguchi, S., Rossitza, G.A., Tsujii, K. Stable dispersion of fullerenes, C60 and C70 in water: preparation and characterization. Langmuir 2001;17:6013-6017.
32. Smit, J. Attempts to put the standard model on the lattice. Nucl Phys B 1988;4:451.
33. Palmer, B.J., Liu, J. Simulations of micelle self-assembly in surfactant solutions. Langmuir 1996;12:746.
34. Goetz, R., Lipowsky, R. Computer simulations of bilayer membranes: self-assembly and interfacial tension. J Chem Phys 1998;108:7397.
35. Shelley, J.C., Shelley, M.Y., Reeder, R.C., Bandyopadhyay, S., Klein, M.L. A coarse grain model for phospholipid simulations. J Phys Chem B 2001;105:4464.
36. Izvekov, S., Voth, G.A. A multiscale coarse-graining method for biomolecular systems. J Phys Chem B 2005;109:2469-2473.
37. Humphrly, W., Dalke, A., Schulten, K. VMD-Visual molecular dynamics. J Molec Graphics 1996;14:33-38.
38. Goel, A., Howard, J.B., Vander Sande, J.B. Size analysis of single fullerene molecules by electron microscopy. Carbon 2004;42:1907-1915.
39. van der Spoel, D., Lindahl, E., Hess, B., Groenhof, G., Mark, A.E., Berendsen, H.J.C. GROMACS: fast, flexible, and free. J Comput Chem 2005;26:1701-1718.
40. Berendsen, H.J.C., Postma, J.P.M., DiNola, A., Haak, J.R. Molecular dynamics with coupling to an external bath. J Chem Phys 1984;81:3684.
41. Allen, M.P., Tildesley, D.J. Computer Simulation of Liquids. New York: Oxford University Press; 1987.
42. Kopelevich, D.I., Panagiotopoulos, A.Z., Kevrekidis, I.G. Coarse-grained kinetic computations for rare events: application to micelle formation. J Chem Phys 2005; 122:044908.
43. Hummer, G., Kevrekidis, I.G. Coarse molecular dynamics of a peptide fragment: free energy, kinetics, and long-time dynamics computations. J Chem Phys 2003;118:10762.
44. Ryckaert, J.P., Ciccotti, G., Berendsen, H.J.C. Numerical-integration of cartesian equations of motion of a system with constraints: molecular-dynamics of n-alkanes. J Comput Phys 1977;23:327.
45. Gardiner, C.W. Handbook of Stochastic Methods for Physics, Chemistry, and the Natural Sciences. Berlin: Springer-Verlag; 1983.
46. Zwanzig, R. Nonequilibrium Statistical Mechanics. New York, NY: Oxford University Press; 2001.
47. Roux, B., Karplus, M. Ion transport in a gramicidin-like channel: dynamics and mobility. JPhys Chem 1991;95:4856-4868.
48. 60) induce oxidative stress in the brain of juvenile Largemouth Bass. Environ Health Perspect 2004;112:1058-1062.
49. Sayes, C.M., Fortner, J.D., Guo, W., Lyon, D., Boyd, A.M., Ausman, K.D., Tao, Y.J., Sitharaman, B., Wilson, L.J., Hughes, J.B., West, J.L., Colvin, V.L. The differential cytotoxicity of water-soluble fullerenes. Nano Lett 2004;4:1881-1887.
50. Oberdoster, E., Zhu, S., Blickley, T.M., McClellan-Green, P., Haasch, M.L. Ecotoxico-logy of carbon-based engineered nanoparticles: effects of fullerenes (C60) on aquatic organisms. Carbon 2006;44:1112-1120.
51. Lyon, D.Y., Adams, L.K., Falkner, J.C., Alvarez, P.J.J. Antibacterial activity of fullerenes water suspensions: effects of preparation method and particle size. Environ Sci Technol 2006;40:4360-4366.
52. 60) in two aquatic species, Daphnia and fathead minnow. Mar Environ Res 2006;62(1): S5-S9.
53. 60 cytotoxicity is due to lipid peroxidation. Biomaterials 2005;26:7587-7595.
54. Epand, R.M., Vogel, H.J. Diversity of antimicrobial peptides and their mechanisms of action. Biochim Biophys Acta 1999;1462:11-28.
55. Shai, Y., Oren, Z. From 'carpet' mechanism to de-novo designed diastereomeric cell-selective antimicrobial peptides. Peptides 2001;22:1629-1641.
56. 2 for mercury vapor control. J Nanopart Res 2003;5:281-292.
57. 3 nanoparticles. Aerosol & Air Qual 2004;4(1):74-90.
58. Puurunen, K., Vasara, P. Opportunities for utilising nanotechnology in reaching near-zero emissions in the paper industry. J Clean Prod 2007;15:1287-1294.
59. Melaiye, A., Sun, Z., Hindi, K., Milsted, A., Ely, D., Reneker, D.H., Tessier, C.A., Youngs, W.J. Silver(I)-imidazole cyclophane gem-diol complexes encapsulated by elec-trospun tecophilic nanofibers: formation of nanosilver particles and antimicrobial activity. JAm Chem Soc 2005;127(7):2285-2291.
60. Moore, M.N. Do nanoparticles present ecotoxicological risks for the health of the aquatic environment? Environ Int 2006;32:967-976.
61. Pickering, K.D., Wiesner, M.R. Fullerol-sensitized production of reactive oxygen species in aqueous solution. Environ Sci Technol 2005;39:1359-1365.
62. Wang, I.C., Tai, L.A., Lee, D.D., Kanakamma, P.P., Shen, C.K.F., Luh, T.Y., Cheng, C.H., Hwang, K.C. C-60 and water-soluble fullerene derivatives as antioxidants against radical-initiated lipid peroxidation. J Med Chem 1999;42(22):4614-4620.
63. Gharbi, N., Pressac, M., Hadchouel, M., Szwarc, H., Wilson, S.R., Moussa, F. [60] Fullerene is a powerful antioxidant in vivo with no acute or subacute toxicity. Nano Lett 2005;5:2578-2585.
64. Jeng, U.-S., Hsu, C.-H., Lin, T.-L., Wu, C.-M., Chen, H.-L., Tai, L.-A., Hwang, K.-C. Dispersion of fullerenes in phospholipid bilayers and the subsequent phase changes in the host bilayers. Physica B 2005;357:193-198.
65. 60 on solid supported lipid bilayers. Nano Lett 2007;7:531-535