Table of Contents Author Guidelines Submit a Manuscript
Journal of Chemistry
Volume 2015 (2015), Article ID 206150, 9 pages
http://dx.doi.org/10.1155/2015/206150
Research Article

Cometabolism of Fluoroanilines in the Presence of 4-Fluoroaniline by Ralstonia sp. FD-1

Zhejiang Provincial Key Laboratory of Solid Waste Treatment and Recycling, College of Environmental Science and Engineering, Zhejiang Gongshang University, Hangzhou 310012, China

Received 4 December 2014; Revised 1 February 2015; Accepted 2 February 2015

Academic Editor: Teodorico C. Ramalho

Copyright © 2015 Wenling Cao et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. R.-C. Buck, P.-M. Murphy, and M. Pabon, “Chemistry, properties, and use of commercial fluorinated surfactants,” in Polyfluorinated Chemicals and Transformation Products, T. P. Knepper and F. T. and Lange, Eds., pp. 1–24, Springer, Berlin, Germany, 2012. View at Google Scholar
  2. D. O'Hagan, “Fluorine in health care: organofluorine containing blockbuster drugs,” Journal of Fluorine Chemistry, vol. 131, no. 11, pp. 1071–1081, 2010. View at Publisher · View at Google Scholar · View at Scopus
  3. I. Ericson, R. Martí-Cid, M. Nadal, B. Van Bavel, G. Lindström, and J. L. Domingo, “Human exposure to perfluorinated chemicals through the diet: intake of perfluorinated compounds in foods from the Catalan (Spain) market,” Journal of Agricultural and Food Chemistry, vol. 56, no. 5, pp. 1787–1794, 2008. View at Publisher · View at Google Scholar · View at Scopus
  4. C.-A. Huset, A.-C. Chiaia, D.-F. Barofsky et al., “Occurrence and mass flows of fluorochemicals in the Glatt Valley Watershed, Switzerland,” Environmental Science and Technology, vol. 42, no. 17, pp. 6369–6377, 2008. View at Publisher · View at Google Scholar · View at Scopus
  5. T. Frömel and T.-P. Knepper, “Biodegradation of fluorinated alkyl substances,” Reviews of Environmental Contamination and Toxicology, vol. 208, pp. 161–177, 2010. View at Publisher · View at Google Scholar
  6. J.-P. Giesy, J.-E. Naile, J.-S. Khim, P.-D. Jones, and J.-L. Newsted, “Aquatic toxicology of perfluorinated chemicals,” Reviews of Environmental Contamination and Toxicology, vol. 202, pp. 1–52, 2010. View at Publisher · View at Google Scholar · View at Scopus
  7. B. D. Key, R. D. Howell, and C. S. Criddle, “Fluorinated organics in the biosphere,” Environmental Science and Technology, vol. 31, no. 9, pp. 2445–2454, 1997. View at Publisher · View at Google Scholar · View at Scopus
  8. D.-H. Kim, C.-S. Jeon, K. Baek, S.-H. Ko, and J.-S. Yang, “Electrokinetic remediation of fluorine-contaminated soil: conditioning of anolyte,” Journal of Hazardous Materials, vol. 161, no. 1, pp. 565–569, 2009. View at Publisher · View at Google Scholar · View at Scopus
  9. J. Liu and S. Mejia Avendaño, “Microbial degradation of polyfluoroalkyl chemicals in the environment: a review,” Environment International, vol. 61, pp. 98–114, 2013. View at Publisher · View at Google Scholar · View at Scopus
  10. M.-M. Sun, Y.-M. Luo, Y. Teng, Z.-J. Jia, Z.-G. Li, and S.-P. Deng, “Remediation of polycyclic aromatic hydrocarbon and metal-contaminated soil by successive methyl-β-cyclodextrin-enhanced soil washing-microbial augmentation: a laboratory evaluation,” Environmental Science and Pollution Research, vol. 20, no. 2, pp. 976–986, 2013. View at Publisher · View at Google Scholar · View at Scopus
  11. J.-F. Wu, C.-Y. Jiang, B.-J. Wang, Y.-F. Ma, Z.-P. Liu, and S.-J. Liu, “Novel partial reductive pathway for 4-chloronitrobenzene and nitrobenzene degradation in Comamonas sp. strain CNB-1,” Applied and Environmental Microbiology, vol. 72, no. 3, pp. 1759–1765, 2006. View at Publisher · View at Google Scholar · View at Scopus
  12. B. Erable, I. Goubet, S. Lamare, M.-D. Legoy, and T. Maugard, “Bioremediation of halogenated compounds: comparison of dehalogenating bacteria and improvement of catalyst stability,” Chemosphere, vol. 65, no. 7, pp. 1146–1152, 2006. View at Publisher · View at Google Scholar · View at Scopus
  13. K. Baek, M. Wang, R. McKeever, K. Rieber, C. Park, and K. Nüsslein, “Biodegradation of low concentrations of 1,2-dibromoethane in groundwater is enhanced by phenol,” Applied Microbiology and Biotechnology, vol. 98, no. 3, pp. 1329–1338, 2014. View at Publisher · View at Google Scholar · View at Scopus
  14. D. O'Hagan, “Understanding organofluorine chemistry. An introduction to the C-F bond,” Chemical Society Reviews, vol. 37, no. 2, pp. 308–319, 2008. View at Publisher · View at Google Scholar · View at Scopus
  15. M.-F. Carvalho, R.-F. Jorge, C.-C. Pacheco, P. de Marco, and P. M.-L. Castro, “Isolation and properties of a pure bacterial strain capable of fluorobenzene degradation as sole carbon and energy source,” Environmental Microbiology, vol. 7, no. 2, pp. 294–298, 2005. View at Publisher · View at Google Scholar · View at Scopus
  16. B. Heffernan, C. D. Murphy, E. Syron, and E. Casey, “Treatment of fluoroacetate by a Pseudomonas fluorescens biofilm grown in membrane aerated biofilm reactor,” Environmental Science and Technology, vol. 43, no. 17, pp. 6776–6785, 2009. View at Publisher · View at Google Scholar · View at Scopus
  17. M. B. Murphy, E. I. H. Loi, K. Y. Kwok, and P. K. S. Lam, “Ecotoxicology of organofluorous compounds,” Topics in Current Chemistry, vol. 308, pp. 339–363, 2012. View at Publisher · View at Google Scholar · View at Scopus
  18. O. Suttinun, R. Müller, and E. Luepromchai, “Trichloroethylene cometabolic degradation by Rhodococcus sp. L4 induced with plant essential oils,” Biodegradation, vol. 20, no. 2, pp. 281–291, 2009. View at Publisher · View at Google Scholar · View at Scopus
  19. Y. Morono, H. Unno, Y. Tanji, and K. Hori, “Addition of aromatic substrates restores trichloroethylene degradation activity in Pseudomonas putida F1,” Applied and Environmental Microbiology, vol. 70, no. 5, pp. 2830–2835, 2004. View at Publisher · View at Google Scholar · View at Scopus
  20. A. H. Kwon, J. A. Conklin, M. Makhinson, and R. B. Kaner, “Chemical synthesis and characterization of fluoro-substituted polyanilines,” Synthetic Metals, vol. 84, no. 1–3, pp. 95–96, 1997. View at Publisher · View at Google Scholar · View at Scopus
  21. E.-X. Song, M.-Z. Wang, and D.-S. Shen, “Isolation, identification and characterization of a novel Ralstonia sp. FD-1, capable of degrading 4-fluoroaniline,” Biodegradation, vol. 25, no. 1, pp. 85–94, 2014. View at Publisher · View at Google Scholar · View at Scopus
  22. H.-Z. Tang, S.-N. Wang, L.-Y. Ma et al., “A novel gene, encoding 6-hydroxy-3-succinoylpyridine hydroxylase, involved in nicotine degradation by Pseudomonas putida strain S16,” Applied and Environmental Microbiology, vol. 74, no. 5, pp. 1567–1574, 2008. View at Publisher · View at Google Scholar · View at Scopus
  23. M. Wang, G. Yang, X. Wang, Y. Yao, H. Min, and Z. Lu, “Nicotine degradation by two novel bacterial isolates of Acinetobactersp. TW and Sphingomonas sp. TY and their responses in the presence of neonicotinoid insecticides,” World Journal of Microbiology and Biotechnology, vol. 27, no. 7, pp. 1633–1640, 2011. View at Publisher · View at Google Scholar · View at Scopus
  24. J. Zeyer, A. Wasserfallen, and K. N. Timmis, “Microbial mineralization of ring-substituted anilines through an ortho-cleavage pathway,” Applied and Environmental Microbiology, vol. 50, no. 2, pp. 447–453, 1985. View at Google Scholar · View at Scopus
  25. E.-R. Leadbetter and J.-W. Foster, “Bacterial oxidation of gaseous alkanes,” Archiv für Mikrobiologie, vol. 35, no. 1, pp. 92–104, 1960. View at Publisher · View at Google Scholar · View at Scopus
  26. J.-T. Wilson and B.-H. Wilson, “Biotranformation of TCE in soil,” Applied and Environmental Microbiology, vol. 29, pp. 242–243, 1985. View at Google Scholar
  27. V. Elango, H. D. Kurtz, and D. L. Freedman, “Aerobic cometabolism of trichloroethene and cis-dichloroethene with benzene and chlorinated benzenes as growth substrates,” Chemosphere, vol. 84, no. 2, pp. 247–253, 2011. View at Publisher · View at Google Scholar · View at Scopus
  28. R.-S. Horvath, “Enhancement of Co metabolism of chlorobenzoates by the Co substrate enrichment technique,” Journal of Applied Microbiology, vol. 25, no. 6, pp. 961–963, 1973. View at Google Scholar · View at Scopus
  29. J. G. Bundy, E. M. Lenz, N. J. Bailey et al., “Metabonomic assessment of toxicity of 4-fluoroaniline, 3,5-difluoroaniline and 2-fluoro-4-methylaniline to the earthworm Eisenia veneta (rosa): identification of new endogenous biomarkers,” Environmental Toxicology and Chemistry, vol. 21, no. 9, pp. 1966–1972, 2002. View at Publisher · View at Google Scholar · View at Scopus
  30. S.-K. Hong, D.-K. Anestis, T. T. Henderson, and G. O. Rankin, “Haloaniline-induced in vitro nephrotoxicity: effects of 4-haloanilines and 3,5-dihaloanilines,” Toxicology Letters, vol. 114, no. 1-3, pp. 125–133, 2000. View at Publisher · View at Google Scholar · View at Scopus
  31. P. Hongsawat and A. S. Vangnai, “Biodegradation pathways of chloroanilines by Acinetobacter baylyi strain GFJ2,” Journal of Hazardous Materials, vol. 186, no. 2-3, pp. 1300–1307, 2011. View at Publisher · View at Google Scholar · View at Scopus
  32. S. A. Ensign, M. R. Hyman, and D. J. Arp, “Cometabolic degradation of chlorinated alkenes by alkene monooxygenase in a propylene-grown Xanthobacter strain,” Applied and Environmental Microbiology, vol. 58, no. 9, pp. 3038–3046, 1992. View at Google Scholar · View at Scopus
  33. M. J. Nelson, S. O. Montgomery, and P. H. Pritchard, “Trichloroethylene metabolism by microorganisms that degrade aromatic compounds,” Applied and Environmental Microbiology, vol. 54, no. 2, pp. 604–606, 1988. View at Google Scholar · View at Scopus
  34. S.-A. Hasan, M. I.-M. Ferreira, M.-J. Koetsier, M.-I. Arif, and D.-B. Janssen, “Complete biodegradation of 4-Fluorocinnamic acid by a consortium comprising Arthrobacter sp. strain G1 and Ralstonia sp. Strain H1,” Applied and Environmental Microbiology, vol. 77, no. 2, pp. 572–579, 2011. View at Publisher · View at Google Scholar · View at Scopus
  35. D. L.-N. Cardy, V. Laidler, G. P.-C. Salmond, and J. C. Murrell, “Molecular analysis of the methane monooxygenase (MMO) gene cluster of Methylosinus trichosporium OB3b,” Molecular Microbiology, vol. 5, no. 2, pp. 335–342, 1991. View at Publisher · View at Google Scholar · View at Scopus