Uptake, elimination, and metabolism of14C-picric acid and14C-picramic acid in the American oyster (Crassostrea virginica)

  • Dennis T. Burton
  • Keith R. Cooper
  • William L. GoodfellowJr.
  • David H. Rosenblatt
Article

Abstract

The uptake, elimination, and metabolism of14C-picric acid (2,4,6-trinitrophenol) and14C-picramic acid (2-amino-4,6-dinitrophenol) were determined for the American oyster (Crassostrea virginica). The oyster accumulated statistically significant amounts of picric and picramic acid above two exposure concentrations in a biphasic uptake pattern. The 42-day14C-accumulation factors (14C-AF) for American oysters continuously exposed to picric acid concentrations of 0.45 mg/L and 0.05 mg/L were 65.5 and 16.5, respectively. Oysters exposed to 0.24 mg/L and 0.02 mg/L picramic acid had 42-day14C-AFs of 49.3 and 86.8, respectively. Steady state bioconcentration factors could not be calculated (hence the use of the term14C-AF), because 1) it is not clear that an equilibrium was reached for either picric or picramic acid uptake during the 42 days of exposure, particularly for the high picric acid and low picramic acid exposure concentrations, and 2) some of the parent compounds were metabolized to other compounds.

No statistically significant elimination of picric acid was observed during the 14-day elimination study. Depuration of picramic acid was biphasic. Approximately 40% of the accumulated compound was eliminated by the second day of depuration during the initial phase for both the high and low concentrations of picramic acid, while no elimination occurred during the secondary phase. A small percentage of picric and picramic acid was metabolized by the oyster or its bacterial flora. There was no apparent difference between the concentration of the compounds per gram of tissue in the muscle, gill, mantle, or body mass.

Keywords

Waste Water Parent Compound Secondary Phase Acid Uptake Exposure Concentration 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. Adamson RH, Dixon RL, Francis FL (1965) Age, sex and species variation in azo and nitro reductase. Proc Nat Acad Sci (Wash) 54:1386Google Scholar
  2. Anderson JW (1979) An assessment of knowledge concerning the fate and effects of petroleum hydrocarbons in the marine environment. In: Vernberg WB, Calabrese A, Thurberg FP, Vernberg FJ (eds) Marine pollution: functional responses. Academic Press, New York, pp 3–21Google Scholar
  3. APHA (American Public Health Association, American Water Works Association and Water Pollution Control Federation) (1981) Standard methods for the examination of water and wastewater, 15 ed. American Public Health Association, Washington, DC, 1134 ppGoogle Scholar
  4. Barka T, Anderson PJ (1965) Histochemistry theory, practice and bibliography. Harper and Row, New York, 660 ppGoogle Scholar
  5. Berkowitz JB, Goyer MM, Harris JC, Lyman WJ, Nelken LH, Rosenblatt DH (1978) Literature review—problem definition studies on selected chemicals. Vol. III. Chemistry, toxicology and potential environmental effects of selected organic pollutants. Final Report. U.S. Army Medical Bioengineering Research and Development Laboratory, Fort Detrick, Frederick, MD, 278 ppGoogle Scholar
  6. Bishop WW, Maki AW (1980) A critical comparison of two bioconcentration test methods. In: Eaton JG, Parrish PR, Hendricks AC (eds) Aquatic toxicology. STP 707, Amer Soc Testing Materials, Philadelphia, pp 61–77Google Scholar
  7. Burrows D, Dacre JC (1975) Toxicity to aquatic organisms and chemistry of nine selected waterborne pollutants from munitions manufacture-a literature evaluation. Tech. Rep. AD A010660, U.S. Army Medical Bioengineering Research and Development Laboratory, Fort Derrick, Frederick, MD, 96 ppGoogle Scholar
  8. Burton DT, Goodfellow WL Jr, Cooper KR (1983) Bioconcentration, elimination and metabolism of picric and picramic acid in freshwater fish and estuarine bivalves. Tech. Rep. AD A129-212, U.S. Army Toxic and Hazardous Materials Agency, Aberdeen Proving Ground, MD, 125 ppGoogle Scholar
  9. Bysshe SE (1982) Bioconcentration factor in aquatic organisms. In: Lyman WJ, Reehl WF, Rosenblatt DH (eds) Handbook of chemical property estimation methods. Environmental behavior of organic compounds. McGraw-Hill, New York, pp 5-2–5-30Google Scholar
  10. Call DJ, Brooke LT, Lu P-Y (1980) Uptake, elimination, and metabolism of three phenols by fathead minnows. Arch Environ Contain Toxicol 9:699–714Google Scholar
  11. Chambers CW, Tobak HH, and Kabler PW (1963) Degradation of aromatic compounds by phenol-adapted bacteria, J Water Pollut Control Fed 35:1517–1528Google Scholar
  12. Cunningham PA (1979) The use of bivalve molluscs in heavy metal pollution research. In: Vernberg WB, Calabrese A, Thurberg FP, Vernberg FJ (eds) Marine pollution: functional responses. Academic Press, New York, pp 183–221Google Scholar
  13. Dedrick RL (1973) Animal scale-up. J Pharmacokinetics Biopharmaceutics 1:435–461Google Scholar
  14. Dixon WJ, Brown WB (1979) Biomedical computer programs Pseries. Univ Calif Press, Berkeley, CA, 880 ppGoogle Scholar
  15. Galstoff PS (1964) The American oysterCrassostrea virginica Gmelin. Fish Bull 64, US Dept. Interior, Washington, DC, 484 ppGoogle Scholar
  16. Gillette JR (1977) The phenomenon of species variations; problems and opportunities. In: Parke DV, Smith RL (eds) Drug metabolism from microbe to man. Taylor and Francis Ltd., London, 147 ppGoogle Scholar
  17. Goodfellow WL Jr, Burton DT, Graves WC, Hall LW Jr, Cooper KR (1983a) Acute toxicity of picric acid and picramic acid to rainbow trout,Salmo gairdneri, and American oyster,Crassostrea virginica. Water Resources Bull 19:641–648Google Scholar
  18. Goodfellow WL Jr, Burton DT, Cooper KE (1983b) Effect of picric and picramic acids on growth of rainbow trout (Salmo gairdneri) and American oysters (Crassostrea virginica). Chemosphere 12:1259–1268Google Scholar
  19. Gundersen K, and Jensen HL (1956) A soil bacterium decomposing organic nitro-compounds. Acta Agr Scandinava 6:100–114Google Scholar
  20. Hamelink JL (1977) Current bioconcentration test methods and theory. In: Mayer FL, Hamelink JL (eds) Aquatic toxicology and hazard evaluation. STP 634, Amer Soc Testing Materials, Philadelphia, pp 149–161Google Scholar
  21. Hancock WS, Battersby JE, Harding DRK (1975) The use of picric acid as a simple monitoring procedure for automated peptide synthesis. Anal Biochem 69:497–503Google Scholar
  22. Hoffsommer JC, Glover DJ, Hazzard CY (1980) Quantitative analysis of polynitrophenols in water in the micro to nano-gram range by reversed-phase ion-pair liquid chromatography. J Chromatogr 195:435–440Google Scholar
  23. Kenaga EE, Goring CAI (1980) Relationship between water solubility, soil sorption, octanol-water partioning, and concentration of chemicals in biota. In: Eaton JG, Parrish PR, Hendricks AC (eds) Aquatic toxicology. STP 707, Amer Soc Testing Materials, Philadelphia, pp 78–115Google Scholar
  24. Kirby BA (1951) The formation of β-ketoadipic acid by bacterial fission of aromatic rings. Biochem J 49:671–674Google Scholar
  25. Levy G, Gibaldi M (1975) Pharmacokinetics. In: Gillette JR, Mitchell JR (eds) Handbook of experimental pharmacology: concepts in biochemical pharmacology, Vol. 28 (Part 3), Springer-Verlag, New York, pp 1–34Google Scholar
  26. Matsuguma HJ (1967) Nitrophenols. In: Standen A (ed) Kirk-Othmer Encyclopedia of chemical technology, Vol. 13, 2 ed. Interscience Publishers, New York, 888 ppGoogle Scholar
  27. Mayer FL (1976) Residue dynamics of di-2-ethylhexyl phthalate in fathead minnows (Pimephales promelas). J Fish Res Board Can 33:2610–2613Google Scholar
  28. Melancon MJ Jr, Lech JJ (1978) Distribution and elimination of naphthalene and 2-methylnaphthalene in rainbow trout during short- and long-term exposures. Arch Environ Contain Toxicol 7:207–220Google Scholar
  29. — (1979) Uptake, biotransformation, disposition, and elimination of 2-methylnapthalene and napthalene in several fish species. In: Marking LL, Kimerle RA (eds) Aquatic toxicology. STP 667, Amer Soc Testing Materials, Philadelphia, pp 5–22Google Scholar
  30. Nagal R, Urich K (1980) Kinetic studies on the elimination of different substituted phenols by goldfish (Carassius auratus). Bull Environ Contam Toxicol 24:374–378Google Scholar
  31. Neff JM, Cox BA, Dixit D, Anderson JW (1976) Accumulation and release of petroleum-derived aromatic hydrocarbons by four species of marine animals. Mar Biol 38:279–289Google Scholar
  32. Spacie A, Hamelink JL (1982) Alternative models for describing the bioconcentration of organics in fishes. Environ Toxicol Chem 1:309–320Google Scholar
  33. Sprague JB (1969) Measurement of pollutant toxicity to fish. I. Bioassay methods for acute toxicity. Water Res 3:793–821Google Scholar
  34. Stegeman JJ, Teal JM (1973) Accumulation, release and retention of petroleum hydrocarbons by the oysterCrassostrea virginica. Mar Biol 22:37–44Google Scholar
  35. Vanderhorst JR, Gibson CI, Moore LT, Wilkinson P (1977) Continuous-flow apparatus for use in petroleum bioassay. Bull Environ Contam Toxicol 17:577–584Google Scholar
  36. Wilkerson R (1951) Treatment and disposal of waste waters containing picric acid and dinitrophenol. Ind Chem 27:9–12, 59–64Google Scholar

Copyright information

© Springer-Verlag New York Inc. 1984

Authors and Affiliations

  • Dennis T. Burton
    • 1
  • Keith R. Cooper
    • 2
  • William L. GoodfellowJr.
    • 1
  • David H. Rosenblatt
    • 3
  1. 1.Applied Physics Laboratory, Aquatic Ecology SectionThe Johns Hopkins University
  2. 2.Cook College, Department of Biochemistry and MicrobiologyRutgers UniversityPiscataway
  3. 3.U.S. Army Medical Research and Development CommandFort Detrick, Frederick

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