Effect of a fullerene water suspension on bacterial phospholipids and membrane phase behavior

Environmental Science and Technology

Volumn 41, Issue 7, 2007, Pages 2636-2642

  Fang, Jiasong ^a   Lyon, Delina Y ^b   Wiesner, Mark R ^c   Dong, Jinping ^d   Alvarez, Pedro J J ^b  

^a IOWA STATE UNIVERSITY   (United States)

^b Rice University   (United States)

^c Duke University   (United States)

^d UNIVERSITY OF MINNESOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIA; COLLOIDS; LIPIDS; PHASE BEHAVIOR; PHASE TRANSITIONS; SUSPENSIONS (FLUIDS);

LIPID COMPOSITION; REACTIVE OXYGEN SPECIES;

FULLERENES;

FULLERENE; MEMBRANE PHOSPHOLIPID; WATER;

BACTERIA; COLLOIDS; FULLERENES; LIPIDS; PHASE BEHAVIOR; PHASE TRANSITIONS; SUSPENSIONS (FLUIDS);

BACTERIUM; CELL ORGANELLE; FULLERENE; MEMBRANE; PHOSPHOLIPID; PHYSIOLOGICAL RESPONSE; POLLUTION EFFECT;

ARTICLE; BACTERIAL GROWTH; BACTERIAL MEMBRANE; CONTROLLED STUDY; INFRARED SPECTROSCOPY; LIPID COMPOSITION; MEMBRANE FLUIDITY; NONHUMAN; OXIDATIVE STRESS; PHASE TRANSITION; PSEUDOMONAS PUTIDA; SUSPENSION;

ADAPTATION, PHYSIOLOGICAL; BACILLUS SUBTILIS; CELL MEMBRANE; COLLOIDS; DOSE-RESPONSE RELATIONSHIP, DRUG; FULLERENES; MEMBRANE LIPIDS; PSEUDOMONAS PUTIDA; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; TEMPERATURE;

BACILLUS SUBTILIS; BACTERIA (MICROORGANISMS); PSEUDOMONAS PUTIDA;

EID: 34247093911     PISSN: 0013936X     EISSN: None     Source Type: Journal    
DOI: 10.1021/es062181w     Document Type: Article

References (51)

1. Colvin, V. L. The potential environmental impact of engineered nanomaterials. Nat. Biotechnol. 2003, 21, 1166-1170.
2. 60) induce oxidative stress in the brain of juvenile largemouth bass. Environ. Health Perspect. 2004, 112, 1058-1062.
3. Foley, S.; Crowley, C.; Smaihi, M.; Bonfils, C.; Erlanger, B. F.; Seta, P.; Larroque, C. Cellular localization of a water-soluble fullerene derivative. Biochim. Biophys. Res. Commun. 2002, 294, 116-119.
4. 60 combined with UVA radiation onto hairless mouse back skin. Fullerene Sci. Technol. 1999, 7, 195-209.
5. Rajagopalan, P.; Wudl, F.; Schinazi, R. F.; Boudinot, R. D. Pharmacokinetics of a water-soluble fullerene in rats Antimicrob. Agents Chemother. 1996, 40, 2262-2265.
6. Tsuchiya, T.; Oguri, I.; Nakajima, Y.; Yamakoshi, N.; Miyata, N. Novel harmful effects of [60]fullerene on mouse embryos in vitro and in vivo. FEBS Lett. 1996, 393, 139-145.
7. Käsermann, F;, Kempf, C. Photodynamic inactivation of enveloped viruses by buckminsterfullerene]. Antiviral Res. 1997, 34, 65-70.
8. Andrievsky, G. V.; Kosevich, M. V.; Vovk, O. M.; Shelkovsky, V. S.; Vashchenko, L. A. On the production of an aqueous colloidal solution of fullerenes. Chem. Commun. 1995, 1281-1282.
9. Cheng, X.; Kan, A. T.; Tomson, M. B. Naphthalene adsorption and desorption from aqueous C60 fullerene. J. Chem. Eng. Data 2004, 49, 675-683.
10. 70 in water. Preparation and characterization. Langmuir 2001, 17, 6013-6017.
11. Mashino, T.; Okuda, K.; Hirota, T.; Hirobe, M.; Nagano, T.; Mochizuki, M. Inhibition of E. coli growth by fullerene derivatives and inhibition mechanism. Bioorg. Med. Chem. Lett. 1997, 9, 2959-2962.
12. Tsao, N.; Luh, T. Y.; Chou, C. K.; Wu, J. J.; Lin, Y. S.; Lei, H. Y. Inhibition of group A Streptococcus infection by carboxy-fullerene. Antimicrob. Agents Chemother. 2001, 45, 1788-1793.
13. 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 fullerene. Nano Lett. 2004, 4, 1881-1887.
14. 60) on aquatic organisms. Carbon 2006, 44, 1112-1120.
15. 2- with unsaturated fatty acids. J. Biol. Chem. 1983, 258, 4759-4761.
16. Imlay, J. A. Pathways of oxidative damage. Ann. Rev. Microbiol. 2003, 57, 395-418.
17. Kai, Y.; Komazawa, Y.; Miyajima, A.; Miyata, N.; Yamakoshi, Y. 2003. [60]Fullerene as a novel photoinduced antibiotic. Fullerenes, Nanotubes, Carbon Nanostruct. 2003, 11, 79-87.
18. 60 water suspension. Environ. Toxicol. Chem. 2005, 24, 2757-2762.
19. Lyon, D. Y., Adams, L. K.; Falkner, J. C.; Alvarez, P. J. Antibacterial activity of fullerene water suspensions: effects of preparation method and particle size. Environ. Sci. Technol. 2006, 40, 4360-4366.
20. Colvin, V.; Sayes, C. M.; Ausman, K. D.; Fortner, J.; Lyons, D. Environmental chemistry and effects of engineered nanostructures [Abstract]. In Abstracts of Papers, 227th National Meeting of the American Chemical Society, Anaheimn, CA, March 28-April 1, 2004; American Chemical Society: Washington, DC, 2004; IEC 18.
21. Fortner, J. D.; Lyon, D. Y.; Sayes, C. M.; Boyd, A. M.; Falkner, J. C.; Hotze, E. M.; Alemany, L. B.; Tao, Y. J.; Guo, W.; Ausman, K. D.; Colvin, V. L.; Hughes, J. B. C60 in Water: Nanocrystal Formation and Microbial Response. Environ. Sci. Technol. 2005, 39, 4307-4316.
22. Fang, J.; Barcelona, M. J.; Alvarez, P. J. Phospholipid compositional changes of five Pseudomonad archetypes grown with and without toluene. Appl. Microbiol. Biotechnol. 2000, 54, 382-389.
23. Kleiman, R.; Spencer, G. F. Gas chromatography-mass spectrometry of methyl esters of unsaturated oxygenated fatty acids. J. Am. Oil Chem. Soc. 1973, 50, 31-38.
24. Dunkleblum, E. S.; Tan, E.; Silk, P. J. Double-bond location in monounsaturated fatty acids by dimethyl disulfide derivatization and mass spectrometry: Application to analysis of fatty acids in pheromone glands of four lepidoptera. J. Chem. Ecol. 1985, 11, 265-277.
25. Fang, J.; Lovanh, N.; Alvarez, P. J. The use of isotopic and lipid analysis techniques linking toluene degradation to specific microorganisms: applications and limitations. Water Res. 2004, 38, 2529-2536.
26. Ingram, L. O. Adaptation of membrane lipids to alcohols. J. Bacteriol. 1976, 125, 670-678.
27. Kaneda, T. Iso- and anteiso-fatty acids in bacteria: biosynthesis, function, and taxonomic significance. Microbiol. Rev. 1991, 55, 288-302.
28. Mantsch, H. H.; McElhaney, R. N. Phospholipid phase transitions in model and biological membranes as studied by infrared spectroscopy. Chem. Phys. Lipids 1991, 57, 213-226.
29. Wolkers, W. F.; Crowe, L. M.; Tsvetkova, N. M.; Tablin, F.; Crowe, J. H. In situ assessment of erythrocyte membrane properties during cold storage. Mol. Membr. Biol. 2002, 19, 59-65.
30. Ramos, J. L.; Duque, E.; Gallegos, M. T.; Godoy, J.-J.; Ramos-Gonzalez, M. I.; Rojas, A.; Teran, W.; Segura, A. Mechanisms of solvent tolerance in Gram-negative bacteria. Annu. Rev. Microbiol. 2002, 56, 743-768.
31. Weber, F. J.; Isken, S.; de Bont, J. A. M. Cis/trans isomerization of fatty acids as a defense mechanism of Pseudomonas putida strains to toxic concentrations of toluene. Microbiology 1994, 140, 2013-2017.
32. Pinkart, H. C.; White, D. C. Phospholipid biosynthesis and solvent tolerance in Pseudomonas putida strains. Appl. Environ. Microbiol. 1997, 179, 4219-4226.
33. Ramos, J. L.; Duque, E.; Rodriguez-Herva, J.-J.; Godoy, P.; Haidour, A.; Reyes, F.; Fernandez-Barrero, A. Mechanisms for solvent tolerance in bacteria. J. Biol. Chem. 1997, 272, 3887-3890.
34. Grogan, D. W.; Cronan, J. E., Jr. Characterization of Escherichia coli mutants completely defective in synthesis of cyclopropane fatty acids. J. Bacteriol. 1986, 166, 872-877.
35. Cronan, J. E., Jr. Phospholipid modifications in bacteria. Curr. Opin. Microbiol. 2002, 5, 202-205.
36. Heipieper, H.-J.; Deifenbach, R.; Keweloh, H. Conversion of cis unsaturated fatty acids to trans, a possible mechanism for the protection of phenol-degrading Pseudomonas putida P8 from substrate toxicity. Appl. Environ. Microbiol. 1992, 58, 1847-1852.
37. Junker, F., Ramos, J. L. Involvement of the cis/trans Isomerase Cti in Solvent Resistance of Pseudomonas putida DOT-TIE. J. Bacteriol. 1999, 181, 5693-5700.
38. Pedrotta, V.; Witholt, B. Isolation and characterization of the cis-trans-unsaturated fatty acid isomerase of Pseudomonas oleovorans GPo12. J. Bacteriol. 1999, 181, 3256-3261.
39. Grogan, D. W.; Cronan, J. E., Jr. Characterization of Escherichia coli mutants completely defective in synthesis of cyclopropane fatty acids. J. Bacteriol. 1986, 166, 872-877.
40. Law, J. H. Biosynthesis of cyclopropane rings. Acc. Chem. Res. 1971, 4, 199-203.
41. Haag, W. R.; Hoigne, J.; Gassman, E.; Braun, A. M. Singlet oxygen in surface waters - I. Furfuryl alcohol as a trapping agent. Chemosphere 1984, 13, 631-640.
42. Tokuyama, H.; Yamago, S.; Nakamura, E. Photoinduced biochemical activity of fullerene carboxylic acid. J. Am. Chem. Soc. 1993, 115, 7918-7919.
43. Korchazhkina, O.; Exley, C.; Spencer, S. A. Measurement by reverse-phase high-performance liquid chromatography of malondialdehyde in normal human urine following derivatization with 2,4-dinitrophenylhydrazine. J. Chromatogr. B 2003, 794, 353-362.
44. Nielsen, L. E.; Kadavy, D. R.; Rajagopal, S.; Drijber, R.; Nickerson, K. W. Survey of extreme solvent tolerance in Gram-positive cocci: membrane fatty acid changes in Staphylococcus haemolyticus grown in toluene. Appl. Environ. Microbiol. 2005, 71, 5171-5176.
45. Paje, M. L.; Neilan, B. A.; Couperwhite, I. A Rhodococcus species that thrive on medium saturated with liquid benzene. Microbiology 1997, 143, 2975-2981.
46. Klein, W.; Weber, M. H. W.; Marahiel, M. A. Cold shock response of Bacillus subtilis: isoleucine-dependent switch in the fatty acid branching pattern for membrane adaptation to low temperatures. J. Bacteriol. 1999, 181, 5341-5349.
47. Aguilar, P. S.; Cronan, Jr. J. E.; de Mendoza, D. A Bacillus subtilis gene induced by cold-shock encodes a membrane phospholipid desaturase. J. Bacteriol. 1998, 180, 2194-220.
48. López, C. S.; Heras, H.; Garda, H.; Ruzal, S.; Sánchez-Rivas, C.; Rivas, E. Biochemical and biophysical studies of Bacillus subtilis envelopes under hyperosmotic stress. Intl. J. Food Microbiol. 2000, 55, 137-142.
49. Aono, R.; Inoue, A. Organic solvent tolerance in microorganisms. In Extremophiles: Microbial Life in Extreme Environments; Horikoshi, K., Grant, W. D., Eds.; Wiley-Liss: New York, 1998; pp 287-31.
50. 60) and fullerol. Environ. Toxicol. Chem. (In press).
51. 60) nanoparticles. Environ. Toxicol. Chem. 2006, 25, 1132-1137.