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Congener-specific biotransformation and bioaccumulation of PCDDs and PCDFs from fly ash in fish
Dick T. H. M. Sijm,
Antoon Opperhuizen,
Han Wever,
Corresponding Author
Dick T. H. M. Sijm
Research Institute of Toxicology, Environmental Chemistry Group, University of Utrecht, P.O. Box 80058, NL-3508 TB Utrecht, The Netherlands
Research Institute of Toxicology, Environmental Chemistry Group, University of Utrecht, P.O. Box 80058, NL-3508 TB Utrecht, The NetherlandsSearch for more papers by this authorAntoon Opperhuizen
Research Institute of Toxicology, Environmental Chemistry Group, University of Utrecht, P.O. Box 80058, NL-3508 TB Utrecht, The Netherlands
Search for more papers by this authorHan Wever
Department of Environmental and Toxicological Chemistry, University of Amsterdam, Nieuwe Achtergracht 166, NL-1018 WV Amsterdam, The Netherlands
Search for more papers by this authorDick T. H. M. Sijm,
Antoon Opperhuizen,
Han Wever,
Corresponding Author
Dick T. H. M. Sijm
Research Institute of Toxicology, Environmental Chemistry Group, University of Utrecht, P.O. Box 80058, NL-3508 TB Utrecht, The Netherlands
Research Institute of Toxicology, Environmental Chemistry Group, University of Utrecht, P.O. Box 80058, NL-3508 TB Utrecht, The NetherlandsSearch for more papers by this authorAntoon Opperhuizen
Research Institute of Toxicology, Environmental Chemistry Group, University of Utrecht, P.O. Box 80058, NL-3508 TB Utrecht, The Netherlands
Search for more papers by this authorHan Wever
Department of Environmental and Toxicological Chemistry, University of Amsterdam, Nieuwe Achtergracht 166, NL-1018 WV Amsterdam, The Netherlands
Search for more papers by this authorAbstract
Biotransformation may be responsible for the lack of bioaccumulation of a number of polychlorinated dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs). Goldfish (Carassius auratus) that were exposed to PCDDs and PCDFs, and piperonylbutoxide (PBO) in water, bio-concentrated significantly more congeners than goldfish exposed to PCDDs and PCDFs only. Mono-oxygenase activity, which is responsible for the oxidation of specific PCDD and PCDF congeners in untreated fish, was inhibited by fish treated with PBO. In the PBO-treated group and in the control group, congeners with all lateral positions substituted were found. Congeners that lack chlorine substitution on one or more of the lateral (2,3,7,8) positions and congeners that have all lateral positions chlorinated were found only in PBO-treated fish. Congeners that have at least one free lateral position were therefore assumed to be biotransformed. There was no relationship between the octanol/water partition coefficient and biotransformation of the PCDDs and PCDFs. No limitation of uptake for higher chlorinated PCDD and PCDF congeners was found.
References
- 1 Opperhuizen, A., W.J. Wagenaar, F.W.M. van der Widen, M. van den Berg, K. Olie and F.A.P.C. Gobas. 1986. Uptake and elimination of PCDD/PCDF congeners by fish after aqueous exposure to a fly ash extract from a municipal incinerator. Che-mosphere 15: 2049–2053.
- 2 Stanley, J.S., K.E. Bogges, J. Onstot, T.M. Sack, J.C. Remmers, J. Breen, F.W. Kutz, J. Carra and P. Robinson. 1986. PCDDs and PCDFs in human adipose tissue from the EPA FY82 NHATS repository. Che-mosphere 15: 1605–1612.
- 3 Ono, M., T. Wakimoto, R. Tatsukawa and Y. Masuda. 1986. Polychlorinated dibenzo-p-dioxins and dibenzofurans in human adipose tissues of Japan. Chemosphere 15: 1629–1634.
- 4 van den Berg, M., E. de Vroom K. Olie and O. Hut-zinger. 1986. Bioavailability of PCDDs and PCDFs on fly ash after semi-chronic oral ingestion by guinea pig and Syrian golden hamster. Chemosphere 15: 519–533.
- 5 van den Berg, M., M. van Greevenbroek K. Olie and O. Hutzinger. 1986. Bioavailability of PCDDs and PCDFs on fly ash after semi-chronic oral ingestion by the rat. Chemosphere 15: 865–871.
- 6 Opperhuizen, A. and D.T.H.M. Sijra. 1990. Bioac-cumulation and biotransformation of polychlorinated dibenzo-p-dioxins and dibenzofurans in fish. Environ. Toxicol. Chem. 9: 175–186.
- 7 Opperhuizen, A., E.W. van de Velde, F.A.P.C. Gobas, D.A.K. Liem and J.M.D. van der Steen. 1985. Relationship between bioconcentration of hydrophobic chemicals in fish and steric factors. Chemosphere 14: 1871–1896.
- 8 Sijm, D.T.H.M., P. Pärt and A. Opperhuizen. 1993. The influence of temperature on the uptake rate constants of hydrophobic compounds determined by the isolated perfused gills of rainbow trout (Oncorhyn-chus mykiss). Aquat. Toxicol. 25: 1–14.
- 9 Muir, D.C.G., A.L. Yarechewski, A. Knoll and G.R.B. Webster. 1986. Bioconcentration and disposition of 1,3,6,8-tetrachlorodibenzo-p-dioxin and octachlorodibenzo-p-dioxin by rainbow trout and fathead minnows. Environ. Toxicol. Chem. 5: 261–272.
- 10 Muir, D.C.G., W.K. Marshall and G.R.B. Webster. 1985. Bioconcentration of PCDDs by fish: Effects of molecular structure and water chemistry. Chemo-sphere 14: 829–833.
- 11 Loonen, H., J.R. Parsons and H.A.J. Govers. 1991. Dietary accumulation of PCDDs and PCDFs in gup-pies. Chemosphere 23: 1349–1357.
- 12 Gobas, F.A.P.C. and S.M. Schrap. 1990. Bioaccumu-lation of some polychlorinated dibenzo-p-dioxins and octachlorodibenzo-p-dioxin in the guppy (Poecilia reticulata). Chemosphere 20: 495–512.
- 13 Sijm, D.T.H.M. and A. Opperhuizen. 1988. Biotransformation, bioaccumulation and lethality of 2,8-dichlorodibenzo-p-dioxin: A proposal to explain the biotic fate of PCDDs and PCDFs. Chemosphere 17: 83–99.
- 14 Wilkinson, C.F., M. Murray and C.B. Marcus. 1984. Interactions of methylenedioxyphenyl compounds with cytochrome P-450 and effects on microsomal oxidation. Rev. Biochem. Toxicol. 6: 27–63.
- 15 Veerkamp, W., P. Semé and O. Hutzinger. 1983. Prediction of hydroxylated metabolites in polychlorodi-benzo-p-dioxins and polychlorodibenzofurans by Huckel molecular orbital calculations. J. Chem. Soc. Perkin Trans. II: 353–358.
- 16 Poiger, H. and H.R. Buser. 1984. The metabolism of TCDD in the dog and rat. In A. Poland and R.D. Kimbrough, eds., Biological Mechanisms of Dioxin Action. Banbury Report 18. Cold Spring Harbor Laboratory, Cold Spring Harbor, NY, pp. 39–47.
- 17 van den Berg, M., C. Heeremans, E. Veenhoven, J. van Wijnen and K. Olie. 1986. Some pharmacokinetic aspects of PCDDs and PCDFs in mammals after administration of a fly ash extract from a municipal incinerator. Chemosphere 15: 1477–1487.
- 18
Opperhuizen, A.
1986.
Bioconcentration of hydrophobic chemicals in fish. In
T.M. Poston and
R. Purdy, eds.,
Aquatic Toxicology and Environmental Fate: Ninth Volume.
STP 921.
American Society for Testing and Materials, Philadelphia, PA,
pp. 304–315.
10.1520/STP29034S Google Scholar
- 19 Branson, D.R., G.E. Blau, H.C. Alexander and W.B. Neely. 1975. Bioconcentration of 2,2′,4,4′-tetrachlo-robiphenyl in rainbow trout as measured by an accelerated test. Trans. Am. Fish. Soc. 104: 785–792.
- 20 Kuehl, D.W., P.M. Cook, A.R. Batterman, D.B. Lothenbach, B.C. Butterworth and D.L. Johnson. 1985. Bioavailability of 2,3,7,8-tetrachlorodibenzo-p-dioxin from municipal incinerator fly ash to freshwater fish. Chemosphere 14: 427–437.
- 21 Kuehl, D.W., P.M. Cook and A.R. Batterman. 1986. Uptake and depuration studies of PCDDs and PCDFs in freshwater fish. Chemosphere 15: 2023–2026.
- 22 Kuehl, D.W., P.M. Cook, A.R. Batterman and B.C. Butterworth. 1987. Isomer dependent bioavailability of polychlorinated dibenzo-p-dioxins and dibenzofu-rans from municipal incinerator fly ash to carp. Chemosphere 16: 657–666.
- 23 Kuehl, D.W., P.M. Cook, A.R. Batterman, D. Lothenbach and B.C. Butterworth. 1987. Bioavailability of polychlorinated dibenzo-p-dioxins and di-benzofurans from contaminated Wisconsin River sediment to carp. Chemosphere 16: 667–679.
- 24 Sijm, D.T.H.M., A.L. Yarechewski, D.C.G. Muir, G.R.B. Webster, W. Seinen and A. Opperhuizen. 1990. Biotransformation and tissue distribution of 1,2, 3,7-tetxachlorodibenzo-p-dioxin, 1,2,3,4,7-pentachlo-rodibenzo-p-dioxin and 2,3,4,7,8-pentachlorodiben-zofuran in rainbow trout. Chemosphere 21: 845–866.
- 25
Muir, D.C.G.,
A.L. Yarechewski and
G.R.B. Webster.
1985.
Bioconcentration of four chlorinated di-oxins by rainbow trout and fathead minnows. In
R.C. Bahner and
D.J. Hansen, eds.,
Aquatic Toxicology and Hazard Assessment: Eighth Symposium.
STP 891.
American Society for Testing and Materials, Philadelphia, PA,
pp. 440–454.
10.1520/STP33593S Google Scholar
- 26 Adams, W.J., G.M. DeGraeve, T.D. Sabourin, J.D. Cooney and G.M. Mosher. 1986. Toxicity and bioconcentration of 2,3,7,8-TCDD to fathead minnow (Pimephales promelas). Chemosphere 15: 1503–1511.
- 27 Isensee, A.R. 1978. Bioaccumulation of 2,3,7,8-tetra-chlorodibenzo-p-dioxin. Ecol. Bull. 27: 255–262.
- 28 Muir, D.C.G. and A.L. Yarechewski. 1988. Dietary accumulation of four chlorinated dioxin congeners by rainbow trout and fathead minnows. Environ. Toxicol. Chem. 7: 227–236.
- 29 Kleeman, J.M., J.R. Olson, S.M. Chen and R.E. Peterson. 1986. Metabolism and disposition of 2,3,7,8-tetrachlorodibenzo-p-dioxin in rainbow trout. Toxicol. Appl. Pharmacol. 83: 391–401.
- 30
Sijm, D.T.H.M. and
A. Opperhuizen.
1989.
Biotransformation of organic chemicals by fish: Enzyme activities and reactions. In
O. Hutzinger, ed.,
Handbook of Environmental Chemistry,
Vol. 2
E. Springer-Verlag, Heidelberg, Germany,
pp. 163–235.
10.1007/978-3-540-46161-6_4 Google Scholar
- 31 Anliker, R., P. Moser and D. Poppinger. 1988. Bioaccumulation of dyestuffs and organic pigments in fish. Relationships to hydrophobicity and steric factors. Chemosphere 8: 1631–1644.
- 32 Gobas, F.A.P.C., K.E. Clark, W.Y. Shiu and D. Mackay. 1989. Bioconcentration of polybrominated benzenes and biphenyls and related superhydrophobic chemicals in fish: Role of bioavailability and elimination into feces. Environ. Toxicol. Chem. 8: 231–245.
- 33 Mackay, D. 1982. Correlation of bioconcentration factors. Environ. Sci. Technol. 16: 274–278.
- 34 Sijm, D.T.H.M., H. Wever, P.J. de Vries and A. Opperhuizen. 1989. Octan-1-ol/water partition coefficients of polychlorinated dibenzo-p-dioxins and dibenzofurans: Experimental values determined with a stirring method. Chemosphere 19: 263–266.
- 35 Mehrle, P.M., D.R. Buckler, E.E. Little, L.M. Smith, J.D. Petty, P.H. Petersman, D.L. Stalling, G.M. DeGraeve, J.J. Coyle and W.J. Adams. 1988. Toxicity and bioconcentration of 2,3,7,8-tetrachlorodi-benzo-p-dioxin and 2,3,7,8-tetrachlorodibenzofuran in rainbow trout. Environ. Toxicol. Chem. 7: 47–62.
- 36 Branson, D.R., I.T. Takahashi, W.M. Parker and G.E. Blau. 1985. Bioconcentration kinetics of 2,3 7,8-tetrachlorodibenzo-p-dioxin in rainbow trout. Environ. Toxicol. Chem. 4: 779–788.
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