Liposome and protein-water partitioning of polybrominated diphenyl ethers (PBDEs)

Chemosphere

Volumn 90, Issue 2, 2013, Pages 505-511

  Endo, Satoshi ^a   Mewburn, Ben ^b   Escher, Beate I ^b  

^a HELMHOLTZ CENTRE FOR ENVIRONMENTAL RESEARCH UFZ   (Germany)

^b UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

Bioaccumulation; Brominated flame retardants; Membrane affinity; Polymer depletion; Serum albumin binding

Indexed keywords

BIOACCUMULATION; BIOCHEMISTRY; ETHERS; FLAME RETARDANTS; HYDROPHOBICITY; LIPOSOMES; MAMMALS; PHOSPHOLIPIDS; POLYCHLORINATED BIPHENYLS; POLYCYCLIC AROMATIC HYDROCARBONS;

BROMINATED FLAME RETARDANTS; MEMBRANE AFFINITY; OCTANOL-WATER PARTITION COEFFICIENT; POLYBROMINATED DIPHENYL ETHER (PBDES); POLYCHLORINATED BIPHENYL (PCBS); POLYCYCLIC AROMATIC HYDROCARBONS (PAHS); POLYMER DEPLETION; SERUM ALBUMIN BINDINGS;

ORGANIC POLLUTANTS;

BOVINE SERUM ALBUMIN; CHLOROBENZENE; LIPOSOME; OCTANOL; POLYBROMINATED DIPHENYL ETHER; POLYCYCLIC AROMATIC HYDROCARBON; PROTEIN; WATER;

BIOACCUMULATION; HYDROPHOBICITY; MARINE ENVIRONMENT; MEMBRANE; PARTITION COEFFICIENT; PBDE; PHOSPHOLIPID; PROTEIN; SERUM; TERRESTRIAL ENVIRONMENT; WATER;

ARTICLE; BINDING AFFINITY; HYDROPHOBICITY; MOLECULAR MECHANICS; PARTITION COEFFICIENT; PHASE PARTITIONING;

BOVINAE;

EID: 84869889860     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2012.07.069     Document Type: Article

References (33)

1. Avdeef A. Absorption and Drug Development: Solubility, Permeability, and Charge State 2003, John Wiley & Sons, Inc., Hoboken.
2. Braekevelt E., Tittlemier S.A., Tomy G.T. Direct measurement of octanol-water partition coefficients of some environmentally relevant brominated diphenyl ether congeners. Chemosphere 2003, 51:563-567.
3. Phospholipids Handbook 1993, Marcel Dekker Inc., New York. G. Cevc (Ed.).
4. Endo S., Escher B.I., Goss K.-U. Capacities of membrane lipids to accumulate neutral organic chemicals. Environ. Sci. Technol. 2011, 45:5912-5921.
5. Endo S., Goss K.-U. Serum albumin binding of structurally diverse neutral organic compounds: data and models. Chem. Res. Toxicol. 2011, 24:2293-2301.
6. Escher B.I., Schwarzenbach R.P. Partitioning of substituted phenols in liposome-water, biomembrane-water, and octanol-water systems. Environ. Sci. Technol. 1996, 30:260-270.
7. Escher B.I., Schwarzenbach R.P. Mechanistic studies on baseline toxicity and uncoupling of organic compounds as a basis for modeling effective membrane concentrations in aquatic organisms. Aquat. Sci. 2002, 64:20-35.
8. Ghuman J., Zunszain P.A., Petitpas I., Bhattacharya A.A., Otagiri M., Curry S. Structural basis of the drug-binding specificity of human serum albumin. J. Mol. Biol. 2005, 353:38-52.
9. Gobas F.A.P.C., Lahittete J.M., Garofalo G., Wan Y.S., Mackay D. A novel method for measuring membrane-water partition coefficients of hydrophobic organic chemicals: comparison with 1-octanol-water partitioning. J. Pharm. Sci. 1988, 77:265-272.
10. Hawker D.W., Connell D.W. Octanol-water partition coefficients of polychlorinated biphenyl congeners. Environ. Sci. Technol. 1988, 22:382-387.
11. Hawthorne S.B., Miller D.J., Grabanski C.B. Measuring low picogram per liter concentrations of freely dissolved polychlorinated biphenyls in sediment pore water using passive sampling with polyoxymethylene. Anal. Chem. 2009, 81:9472-9480.
12. Jahnke A., Mayer P. Do complex matrices modify the sorptive properties of polydimethylsiloxane (PDMS) for non-polar organic chemicals? J. Chromatogr. A 2010, 1217:4765-4770.
13. Jahnke A., McLachlan M.S., Mayer P. Equilibrium sampling: partitioning of organochlorine compounds from lipids into polydimethylsiloxane. Chemosphere 2008, 73:1575-1581.
14. Jonker M.T.O., Koelmans A.A. Polyoxymethylene solid phase extraction as a partitioning method for hydrophobic organic chemicals in sediment and soot. Environ. Sci. Technol. 2001, 35:3742-3748.
15. Jonker M.T.O., van der Heijden S.A. Bioconcentration factor hydrophobicity cutoff: an artificial phenomenon reconstructed. Environ. Sci. Technol. 2007, 41:7363-7369.
16. Kaiser S.M., Escher B.I. The evaluation of liposome-water partitioning of 8-hydroxyquinolines and their copper complexes. Environ. Sci. Technol. 2006, 40:1784-1791.
17. Krämer, S.D. 2001. Liposome/water partitioning: theory, techniques, and applications. In: Testa, B., Van de Waterbeemd, H. (Eds.). Pharmacokinetic Optimization in Drug Research. Verlag Helvetica Chimica Acta, Zürich.
18. Kwon J.H., Wuethrich T., Mayer P., Escher B.I. Dynamic permeation method to determine partition coefficients of highly hydrophobic chemicals between poly(dimethylsiloxane) and water. Anal. Chem. 2007, 79:6816-6822.
19. Kwon J.H., Wuethrich T., Mayer P., Escher B.I. Development of a dynamic delivery method for in vitro bioassays. Chemosphere 2009, 76:83-90.
20. Mizukawa K., Takada H., Takeuchi I., Ikemoto T., Omori K., Tsuchiya K. Bioconcentration and biomagnification of polybrominated diphenyl ethers (PBDEs) through lower-trophic-level coastal marine food web. Mar. Pollut. Bull. 2009, 58:1217-1224.
21. Peters T. All about Albumin: Biochemistry Genetics and Medical Applications 1995, Academic Press.
22. Polo M., Casas V., Llompart M., García-Jares C., Cela R. New approach based on solid-phase microextraction to estimate polydimethylsiloxane fibre coating-water distribution coefficients for brominated flame retardants. J. Chromatogr. A 2006, 1124:121.
23. Schwarzenbach R.P., Gschwend P.M., Imboden D.M. Environmental Organic Chemistry 2003, John Wiley & Sons, New York. second ed.
24. Stockholm Convention POPs Review Committee, 2006. Risk profile on commercial pentabromodiphenyl ether. UNEP/POPS/POPRC.2/17/Add.1.
25. Stockholm Convention POPs Review Committee, 2007. Risk profile on commercial octabromodiphenyl ether. UNEP/POPS/POPRC.3/20/Add.6.
26. ter Laak T.L., Busser F.J.M., Hermens J.L.M. Poly(dimethylsiloxane) as passive sampler material for hydrophobic chemicals: Effect of chemical properties and sampler characteristics on partitioning and equilibration times. Anal. Chem. 2008, 80:3859-3866.
27. ter Laak T.L., Durjava M., Struijs J., Hermens J.L.M. Solid phase dosing and sampling technique to determine partition coefficients of hydrophobic chemicals in complex matrixes. Environ. Sci. Technol. 2005, 39:3736-3742.
28. Tomy G.T., Palace V.P., Halldorson T., Braekevelt E., Danell R., Wautier K., Evans B., Brinkworth L., Fisk A.T. Bioaccumulation, biotransformation, and biochemical effects of brominated diphenyl ethers in juvenile lake trout (salvelinus namaycush). Environ. Sci. Technol. 2004, 38:1496-1504.
29. USEPA, 2008. KOWWIN v1.67a, EPI suite 4.0.
30. Vaes W.H.J., Ramos E.U., Hamwijk C., van Holsteijn I., Blaauboer B.J., Seinen W., Verhaar H.J.M., Hermens J.L.M. Solid phase microextraction as a tool to determine membrane/water partition coefficients and bioavailable concentrations in in vitro systems. Chem. Res. Toxicol. 1997, 10:1067-1072.
31. Vaes W.H.J., Ramos E.U., Verhaar H.J.M., Hermens J.L.M. Acute toxicity of nonpolar versus polar narcosis: is there a difference?. Environ. Toxicol. Chem. 1998, 17:1380-1384.
32. van der Heijden S.A., Jonker M.T.O. Evaluation of liposome-water partitioning for predicting bioaccumulation potential of hydrophobic organic chemicals. Environ. Sci. Technol. 2009, 43:8854-8859.
33. Wu J.-P., Luo X.-J., Zhang Y., Luo Y., Chen S.-J., Mai B.-X., Yang Z.-Y. Bioaccumulation of polybrominated diphenyl ethers (PBDEs) and polychlorinated biphenyls (PCBs) in wild aquatic species from an electronic waste (e-waste) recycling site in South China. Environ. Int. 2008, 34:1109.