Bioavailability and bioconcentration potential of perfluoroalkyl-phosphinic and -phosphonic acids in zebrafish (Danio rerio): Comparison to perfluorocarboxylates and perfluorosulfonates

Science of the Total Environment

Volumn 568, Issue , 2016, Pages 33-41

  Chen, Fangfang ^a   Gong, Zhiyuan ^a   Kelly, Barry C ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Bioaccumulation; Bioconcentration factors; Kinetics; Perfluoroalkyl phosphinic acids; Perfluoroalkyl phosphonic acids; Zebrafish

Indexed keywords

AQUATIC ORGANISMS; BIOCHEMISTRY; CHAINS; ENZYME KINETICS; ORGANIC ACIDS; WATER SUPPLY SYSTEMS;

BIO-CONCENTRATION FACTORS; METABOLIC TRANSFORMATIONS; PERFLUOROALKYL SUBSTANCES; PHOSPHINIC ACID; PHOSPHONIC ACIDS; WATER DISTRIBUTION COEFFICIENTS; WATER PARTITION COEFFICIENTS; ZEBRAFISH;

BIOACCUMULATION;

ORGANIC MATTER; PERFLUORO COMPOUND; PERFLUOROALKYLPHOSPHINIC ACID; PERFLUOROCARBOXYLATE DERIVATIVE; PERFLUOROSULFONATE DERIVATIVE; PHOSPHINIC ACID DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; PROTEIN; UNCLASSIFIED DRUG; WATER; FLUOROCARBON; PHOSPHOROUS ACID;

BIOACCUMULATION; BIOAVAILABILITY; BIOLOGICAL UPTAKE; CYPRINID; METABOLISM; ORGANOFLUORINE; ORGANOPHOSPHATE;

ADULT; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BIOACCUMULATION; BIOAVAILABILITY; CHEMICAL INTERACTION; CONTROLLED STUDY; ELIMINATION KINETICS; EXPOSURE; FEMALE; GILL; HYDROPHOBICITY; MEMBRANE; MEMBRANE PERMEABILITY; METABOLIC TRANSFORMATION; METABOLISM; NONHUMAN; PARTITION COEFFICIENT; PRIORITY JOURNAL; SOLUTE; STEADY STATE; ZEBRA FISH; ANIMAL; COMPARATIVE STUDY; KINETICS; WATER POLLUTANT;

DANIO RERIO;

ANIMALS; BIOLOGICAL AVAILABILITY; FEMALE; FLUOROCARBONS; KINETICS; PHOSPHINIC ACIDS; PHOSPHOROUS ACIDS; WATER POLLUTANTS, CHEMICAL; ZEBRAFISH;

EID: 84973369494     PISSN: 00489697     EISSN: 18791026     Source Type: Journal    
DOI: 10.1016/j.scitotenv.2016.05.215     Document Type: Article

References (43)

1. Armitage J.M., Arnot J.A., Wania F. Potential role of phospholipids in determining the internal tissue distribution of perfluoroalkyl acids in biota. Environ. Sci. Technol. 2012, 46:12285-12286.
2. Armitage J.M., Arnot J.A., Wania F., Mackay D. Development and evaluation of a mechanistic bioconcentration model for ionogenic organic chemicals in fish. Environ. Toxicol. Chem. 2013, 32:115-128.
3. Bertelsen S.L., Hoffman A.D., Gallinat C.A., Elonen C.M., Nichols J.W. Evaluation of log kow and tissue lipid content as predictors of chemical partitioning to fish tissues. Environ. Toxicol. Chem. 1998, 17:1447-1455.
4. Bischel H.N., MacManus-Spencer L.A., Luthy R.G. Noncovalent interactions of long-chain perfluoroalkyl acids with serum albumin. Environ. Sci. Technol. 2010, 44:5263-5269.
5. Bischel H.N., MacManus-Spencer L.A., Zhang C., Luthy R.G. Strong associations of short-chain perfluoroalkyl acids with serum albumin and investigation of binding mechanisms. Environ. Toxicol. Chem. 2011, 30:2423-2430.
6. Bruggeman W., Martron L., Kooiman D., Hutzinger O. Accumulation and elimination kinetics of di-, tri-and tetra chlorobiphenyls by goldfish after dietary and aqueous exposure. Chemosphere 1981, 10:811-832.
7. Buck R.C., Franklin J., Berger U., Conder J.M., Cousins I.T., de Voogt P., et al. Perfluoroalkyl and polyfluoroalkyl substances in the environment: terminology, classification, and origins. Integr. Environ. Assess. Manag. 2011, 7:513-541.
8. Conder J.M., Hoke R.A., De Wolf W., Russell M.H., Buck R.C. Are pfcas bioaccumulative? A critical review and comparison with regulatory criteria and persistent lipophilic compounds. Environ. Sci. Technol. 2008, 42:995-1003.
9. De Silva A.O., Allard C.N., Spencer C., Webster G.M., Shoeib M. Phosphorus-containing fluorinated organics: polyfluoroalkyl phosphoric acid diesters (dipaps), perfluorophosphonates (pfpas), and perfluorophosphinates (pfpias) in residential indoor dust. Environ. Sci. Technol. 2012, 46:12575-12582.
10. D'eon J.C., Mabury S.A. Uptake and elimination of perfluorinated phosphonic acids in the rat. Environ. Toxicol. Chem. 2010, 29:1319-1329.
11. D'eon J.C., Crozier P.W., Furdui V.I., Reiner E.J., Libelo E.L., Mabury S.A. Perfluorinated phosphonic acids in Canadian surface waters and wastewater treatment plant effluent: discovery of a new class of perfluorinated acids. Environ. Toxicol. Chem. 2009, 28:2101-2107.
12. Erickson R.J., McKim J.M., Lien G.J., Hoffman A.D., Batterman S.L. Uptake and elimination of ionizable organic chemicals at fish gills: II. Observed and predicted effects of ph, alkalinity, and chemical properties. Environ. Toxicol. Chem. 2006, 25:1522-1532.
13. Erickson R.J., McKim J.M., Lien G.J., Hoffman A.D., Batterman S.L. Uptake and elimination of ionizable organic chemicals at fish gills: I. Model formulation, parameterization, and behavior. Environ. Toxicol. Chem. 2006, 25:1512-1521.
14. Escher B.I., Cowan-Ellsberry C.E., Dyer S., Embry M.R., Erhardt S., Halder M., et al. Protein and lipid binding parameters in rainbow trout (Oncorhynchus mykiss) blood and liver fractions to extrapolate from an in vitro metabolic degradation assay to in vivo bioaccumulation potential of hydrophobic organic chemicals. Chem. Res. Toxicol. 2011, 24:1134-1143.
15. Esparza X., Moyano E., de Boer J., Galceran M.T., van Leeuwen S.P. Analysis of perfluorinated phosponic acids and perfluorooctane sulfonic acid in water, sludge and sediment by lc-ms/ms. Talanta 2011, 86:329-336.
16. Fitzsimmons P.N., Fernandez J.D., Hoffman A.D., Butterworth B.C., Nichols J.W. Branchial elimination of superhydrophobic organic compounds by rainbow trout (Oncorhynchus mykiss). Aquat. Toxicol. 2001, 55:23-34.
17. Fromme H., Tittlemier S.A., Volkel W., Wilhelm M., Twardella D. Perfluorinated compounds - exposure assessment for the general population in western countries. Int. J. Hyg. Environ. Health 2009, 212:239-270.
18. Gobas F.A.P.C., Clark K.E., Shiu W.Y., Mackay D. Bioconcentration of polybrominated benzenes and biphenyls and related superhydrophobic chemicals in fish: role of bioavailability and elimination into the feces. Environ. Toxicol. Chem. 1989, 8:231-245.
19. Gobas F.A., de Wolf W., Burkhard L.P., Verbruggen E., Plotzke K. Revisiting bioaccumulation criteria for pops and pbt assessments. Integr. Environ. Assess. Manag. 2009, 5:624-637.
20. Gobas F.A.P.C., Muir D.C.G., Mackay D. Dynamics of dietary bioaccumulation and fecal elimination of hydrophobic organic chemicals in fish. Chemosphere 1988, 17:943-962.
21. Gobas F.A., Opperhuizen A., Hutzinger O. Bioconcentration of hydrophobic chemicals in fish: relationship with membrane permeation. Environ. Toxicol. Chem. 1986, 5:637-646.
22. Guo R., Reiner E.J., Bhavsar S.P., Helm P.A., Mabury S.A., Braekevelt E., et al. Determination of polyfluoroalkyl phosphoric acid diesters, perfluoroalkyl phosphonic acids, perfluoroalkyl phosphinic acids, perfluoroalkyl carboxylic acids, and perfluoroalkane sulfonic acids in lake trout from the great lakes region. Anal. Bioanal. Chem. 2012, 404:2699-2709.
23. Hoelzer J., Goeen T., Just P., Reupert R., Rauchfuss K., Kraft M., et al. Perfluorinated compounds in fish and blood of anglers at lake mohne, sauerland area, Germany. Environ. Sci. Technol. 2011, 45:8046-8052.
24. Howard P.H., Muir D.C. Identifying new persistent and bioaccumulative organics among chemicals in commerce. Environ. Sci. Technol. 2010, 44:2277-2285.
25. Kannan K., Choi J.W., Iseki N., Senthilkumar K., Kim D.H., Giesy J.P. Concentrations of perfluorinated acids in livers of birds from Japan and Korea. Chemosphere 2002, 49:225-231.
26. Kelly B.C., Ikonomou M.G., Blair J.D., Surridge B., Hoover D., Grace R., et al. Perfluoroalkyl contaminants in an arctic marine food web: trophic magnification and wildlife exposure. Environ. Sci. Technol. 2009, 43:4037-4043.
27. Key B.D., Howell R.D., Criddle C.S. Fluorinated organics in the biosphere. Environ. Sci. Technol. 1997, 31:2445-2454.
28. Lee H., De Silva A.O., Mabury S.A. Dietary bioaccumulation of perfluorophosphonates and perfluorophosphinates in juvenile rainbow trout: evidence of metabolism of perfluorophosphinates. Environ. Sci. Technol. 2012, 46:3489-3497.
29. Liu C., Gin K.Y., Chang V.W., Goh B.P., Reinhard M. Novel perspectives on the bioaccumulation of pfcs-the concentration dependency. Environ. Sci. Technol. 2011, 45:9758-9764.
30. Liu R., Ruan T., Wang T., Song S., Yu M., Gao Y., et al. Trace analysis of mono-, di-, tri-substituted polyfluoroalkyl phosphates and perfluorinated phosphonic acids in sewage sludge by high performance liquid chromatography tandem mass spectrometry. Talanta 2013, 111:170-177.
31. Martin J.W., Mabury S.A., Solomon K.R., Muir D.C. Dietary accumulation of perfluorinated acids in juvenile rainbow trout (Oncorhynchus mykiss). Environ. Toxicol. Chem. 2003, 22:189-195.
32. Martin J.W., Mabury S.A., Solomon K.R., Muir D.C. Bioconcentration and tissue distribution of perfluorinated acids in rainbow trout (Oncorhynchus mykiss). Environ. Toxicol. Chem. 2003, 22:196-204.
33. McKim J.M., Schmieder P., Veith G. Absorption dynamics of organic chemical transport across trout gills as related to octanol-water partition coefficient. Toxicol. Appl. Pharmacol. 1985, 77:1-10.
34. Moody C.A., Field J.A. Perfluorinated surfactants and the environmental implications of their use in fire-fighting foams. Environ. Sci. Technol. 2000, 34:3864-3870.
35. Ng C.A., Hungerbühler K. Bioconcentration of perfluorinated alkyl acids: how important is specific binding?. Environ. Sci. Technol. 2013, 47:7214-7223.
36. Ng C.A., Hungerbühler K. Bioaccumulation of perfluorinated alkyl acids: observations and models. Environ Sci Technol. 2014.
37. OECD OECD guidelines for testing of chemicals 4305. Bioconcentration: Flow-through Fish Test 1996, Organization for Economic Co-operation and Development, Paris.
38. Péry A.R., Devillers J., Cl B., Mombelli E., Palluel O., Piccini B., et al. A physiologically based toxicokinetic model for the zebrafish Danio rerio. Environ. Sci. Technol. 2013, 48:781-790.
39. Prevedouros K., Cousins I.T., Buck R.C., Korzeniowski S.H. Sources, fate and transport of perfluorocarboxylates. Environ. Sci. Technol. 2006, 40:32-44.
40. Taniyasu S., Kannan K., So M.K., Gulkowska A., Sinclair E., Okazawa T., et al. Analysis of fluorotelomer alcohols, fluorotelomer acids, and short- and long-chain perfluorinated acids in water and biota. J. Chromatogr. A 2005, 1093:89-97.
41. Woodcroft M.W., Ellis D.A., Rafferty S.P., Burns D.C., March R.E., Stock N.L., et al. Experimental characterization of the mechanism of perfluorocarboxylic acids' liver protein bioaccumulation: the key role of the neutral species. Environ. Toxicol. Chem. 2010, 29:1669-1677.
42. Yang J.H. Perfluorooctanoic acid induces peroxisomal fatty acid oxidation and cytokine expression in the liver of male Japanese medaka (Oryzias latipes). Chemosphere 2010, 81:548-552.
43. Yoo H., Kannan K., Kim S.K., Lee K.T., Newsted J.L., Giesy J.P. Perfluoroalkyl acids in the egg yolk of birds from lake shihwa, Korea. Environ. Sci. Technol. 2008, 42:5821-5827.