5:3 Polyfluorinated acid aerobic biotransformation in activated sludge via novel "one-carbon removal pathways"

Chemosphere

Volumn 87, Issue 5, 2012, Pages 527-534

  Wang, Ning ^a   Buck, Robert C ^a   Szostek, Bogdan ^a   Sulecki, Lisa M ^a   Wolstenholme, Barry W ^a  

^a DUPONT COMPANY   (United States)

Author keywords

5:3 Polyfluorinated acid (5:3 acid); 7:3 Polyfluorinated acid (7:3 acid); Biodegradation; Biotransformation; Fluorotelomer alcohols; Perfluoroalkyl carboxylic acids

Indexed keywords

BIODEGRADABILITY; BIODEGRADATION; CARBOXYLIC ACIDS;

5:3 POLYFLUORINATED ACID (5:3 ACID); 7:3 POLYFLUORINATED ACID (7:3 ACID); BIOTRANSFORMATION; FLUOROTELOMER ALCOHOLS; PERFLUOROALKYL CARBOXYLIC ACIDS;

CARBON;

ACID; ALCOHOL DERIVATIVE; BUTYRIC ACID; CARBON; CARBOXYLIC ACID; HEPTANOIC ACID DERIVATIVE; LONG CHAIN FATTY ACID COENZYME A LIGASE; VALERIC ACID;

ACTIVATED SLUDGE; BIODEGRADATION; BIOTRANSFORMATION; CARBON; CARBOXYLIC ACID; ENZYME ACTIVITY; IDENTIFICATION METHOD; MINERALIZATION; ORGANIC COMPOUND; OXIC CONDITIONS; POLLUTANT REMOVAL;

ACTIVATED SLUDGE; AEROBIC METABOLISM; ANAEROBIC DIGESTION; ARTICLE; BIODEGRADATION; BIOTRANSFORMATION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DEHYDROGENATION; ENZYME MECHANISM; FLUORINATION; MINERALIZATION; OXIDATION; SLUDGE DIGESTION; SOIL; WASTE WATER TREATMENT PLANT;

EID: 84857801750     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2011.12.056     Document Type: Article

References (24)

1. Adrian L., Szewzyk U., Wecke J., Görisch H. Bacterial dehalorespiration with chlorinated benzenes. Nature 2000, 408:580-583.
2. Ahrens, L., Shoeib, M., Harner, T., Lee, S.C., Guo, R., Reiner, E.J., 2011. Wastewater treatment plant and landfills as sources of polyfluoroalkyl compounds to the atmosphere. Environ. Sci. Technol. dx.doi.org/10.1021/es1036173.
3. Bunge M., Adrian L., Kraus A., Opel M., Lorenz W.G., Andreesen J.R., Görisch H., Lechner U. Reductive dehalogenation of chlorinated dioxins by an anaerobic bacterium. Nature 2003, 421:357-360.
4. Butt C.M., Muir D.C.G., Mabury S.A. Elucidating the pathways of poly- and perfluorinated acid formation in rainbow trout. Environ. Sci. Technol. 2010, 44:4973-4980.
5. Dimitrov S., Kamenska J.D., Walker W.W., Purdy R., Lewis M., Mekenyan O. Predicting the biodegradation products of perfluorinated chemicals using CATABOL. SAR QSAR Environ. Res. 2004, 15:69-82.
6. Fasano W.J., Sweeney L.M., Mawn M.P., Nabb D.L., Szostek B., Buck R.C., Gargas M.L. Kinetics of 8-2 fluorotelomer alcohol and its metabolites, and liver glutathione status following daily oral dosing for 45days in male and female rats. Chem.-Biol. Interact. 2009, 180:281-295.
7. Gannon S., Nabb D.L., Snow T.A., Mawn M.P., Serex T., Buck R.C. In Vitro metabolism of 6-2 fluorotelomer alcohol in rat, mouse and human hepatocytes. Toxicol - Official J. Soc. Toxicol. 2010, 97.
8. Häggblom M.M., Bossert I.D. Halogenated organic compounds - a global perspective. Dehalogenation: Microbial Processes and Environmental Applications 2003, 3-29. Kluwer Academic Publishers, Norwell, MA. M.M. Häggblom, I.D. Bossert (Eds.).
9. Kasuya F., Oti Y., Tatsuki T., Igarashi K. Analysis of medium-chain acyl-coenzyme a esters in mouse tissues by liquid chromatography-electrospray ionization mass spectrometry. Anal. Biochem. 2004, 325:196-205.
10. Kissa E. Fluorinated surfactants and repellents. Surfactant Science Series, vol. 97 2001, Marcel Dekker, New York, NY, (pp. 1-615).
11. Kuslikis B.I., Vanden Heuvel J.P., Peterson R.E. Lack of evidence for perfluorodecanoyl or perfluorooctanoyl-coenzyme A formation in male and female rats. J. Biochem. Toxicol. 1992, 7:25-29.
12. Liu J., Lee L.S., Nies L.F., Nakatsu C.H., Turco R.F. Biotransformation of 8:2 fluorotelomer alcohol in soil and by soil bacterial isolates. Environ. Sci. Technol. 2007, 41:8024-8030.
13. Liu J., Wang N., Szostek B., Buck R.C., Panciroli P.K., Folsom P.W., Sulecki L.M., Bellin C.A. 6-2 Fluorotelomer alcohol aerobic biodegradation in soil and mixed bacterial culture. Chemosphere 2010, 78:437-444.
14. 14C] 6:2 fluorotelomer alcohol in a flow-through soil incubation system. Chemosphere 2010, 80:716-723.
15. 19F} reverse heteronuclear saturation transfer difference NMR spectroscopy. Environ. Sci. Technol. 2010, 44:5476-5482.
16. Magnes C., Sinner F.M., Regittnig W., Pieber T.R. LC/MS/MS method for quantitative determination of long-chain fatty acyl-CoAs. Anal. Chem. 2005, 77:2889-2894.
17. Nabb D.L., Szostek B., Himmelstein M.W., Mawn M.P., Gargas M.L., Sweeney L.M., Stadler J.C., Buck R.C., Fasano W.J. In vitro metabolism of 8-2 fluorotelomer alcohol: interspecies comparisons and metabolic pathway refinement. Toxicol. Sci. 2007, 100:333-344.
18. Nelson D.L., Cox M.M. Lehninger Principles of Biochemistry 2000, Worth Publishers, New York, NY. 3rd ed.
19. Rao N.S., Baker B.E. Textile finishes & fluorosurfactants. Organofluorine Chemistry: Principles and Commercial Applications 1994, Plenum Press, New York, NY. B.E. Smart, J.C. Tatlow (Eds.).
20. Rawn J.W. Biochemistry 1989, Neil Patterson Publishers, Burlington, NC.
21. 14C-labeled 8-2 telomer b alcohol by activated sludge from a domestic sewage treatment plant. Environ. Sci. Technol. 2005, 39:531-538.
22. Wang N., Szostek B., Buck R.C., Folsom P.W., Sulecki L.M., Capka V., Berti W.R., Gannon J.T. Fluorotelomer alcohol biodegradation-direct evidence that perfluorinated carbon chains breakdown. Environ. Sci. Technol. 2005, 39:7516-7528.
23. Wang N., Szostek B., Buck R.C., Folsom P.W., Sulecki L.M., Gannon J.T. 8-2 fluorotelomer alcohol aerobic soil biodegradation: pathways, metabolites, and metabolite yields. Chemosphere 2009, 75:1089-1096.
24. Wang N., Liu J., Buck R.C., Korzeniowski S.H., Wolstenholme B.W., Folsom P.W., Sulecki L.M. 6:2 fluorotelomer sulfonate aerobic biotransformation in activated sludge of waste water treatment plants. Chemosphere 2011, 82:853-858.