Experientia

, Volume 43, Issue 5, pp 553–557 | Cite as

Transformations of arsenic in the marine environment

  • J. S. Edmonds
  • K. A. Francesconi
Reviews

Summary

It is ten years since arsenobetaine was first isolated from the western rock lobsterPalinurus cygnus. Subsequently this naturally-occurring arsenical has been found in many species of marine animals contributing to the human diet. The identification of arsenic-containing ribofuranosides in algae and the production of dimethylarsinoylethanol from their anaerobic decomposition has allowed speculation on arsenic metabolism in marine organisms and has suggested a possible route to arsenobetaine from oceanic arsenate.

Key words

Arsenobetaine arsenic-containing ribofuranosides dimethylarsinoylethanol marine-derived foodstuffs marine algae arsenic metabolism 

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References

  1. 1.
    Andreae, M.O., Arsenic speciation in seawater and interstitial waters: the influence of biological-chemical interactions on the chemistry of a trace element. Limnol. Oceanogr.24 (1979) 440–452.Google Scholar
  2. 2.
    Andreae, M.O., and Klumpp, D., Biosynthesis and release of organo-arsenic compounds by marine algae. Envir. Sci. Technol.13 (1979) 738–741.Google Scholar
  3. 3.
    Benson, A.A., Arsenic metabolism inTridacna Presented at XV Pacific Science Congress, New Zealand, February 1983.Google Scholar
  4. 4.
    Benson, A.A., and Summons, R.E., Arsenic accumulation in Great Barrier Reef invertebrates. Science211 (1981) 482–483.PubMedGoogle Scholar
  5. 5.
    Bisogni, J.J., Kinetics of methylmercury formation and decomposition in aquatic environments, in: The Biogeochemistry of Mercury in the Environment, pp. 211–227. Ed. J.O. Nriagu. Elsevier/North Holland, Amsterdam, New York, Oxford 1979.Google Scholar
  6. 6.
    Bisogni, J.J., and Lawrence, A.W., Kinetics of microbially mediated methylation of mercury in aerobic and anaerobic aquatic environments. Technical Report No. 63, Cornell University Water Resources and Marine Science Center, Ithaca, New York.Google Scholar
  7. 7.
    Busby, W.F., Sulfopropanediol and cysteinolic acid in the diatom. Biochim. biophys. Acta121 (1966) 160–161.PubMedGoogle Scholar
  8. 8.
    Cannon, J.R., Edmonds, J.S., Francesconi, K.A., and Langsford, J.B., Arsenic in marine fauna, in: Management and Control of Heavy Metals in the Environment, pp. 283–286. International Conference, London. CEP Consultants, Edinburgh 1979.Google Scholar
  9. 9.
    Cantoni, G.L., The nature of the active methyl donor formed enzymatically from L-methionine and adenosinetriphosphate. J. Am. chem. Soc.74 (1952) 2942–2943.Google Scholar
  10. 10.
    Challenger, F., Biological methylation. Chem. Rev.36 (1945) 315–361.Google Scholar
  11. 11.
    Challenger, F., Biological methylation. Adv. Enzym.12 (1951) 429–491.Google Scholar
  12. 12.
    Chapman, A.C., On the presence of compounds of arsenic in marine crustaceans and shellfish. Analyst51 (1926) 548–563.Google Scholar
  13. 13.
    Cooney, R.V., Mumma, R.O., and Benson, A.A., Arsoniumphospholipid in algae. Proc. natn. Acad. Sci. USA75 (1978) 4262–4264.Google Scholar
  14. 14.
    Cox, H.E., On certain new methods for the determination of small quantities of arsenic, and its occurrence in urine and in fish. Analyst50 (1925) 3–13.Google Scholar
  15. 15.
    Cullen, W.R., Froese, C.L., Lui, A., McBride, B.C., Patmore, D.J., and Reimer, M., The aerobic methylation of arsenic by microorganisms in the presence of L-methionine-methyl-d3. J. organomet. Chem.139 (1977) 61–69.Google Scholar
  16. 16.
    Edmonds, J.S., and Francesconi, K.A., Arseno-sugars from kelp (Ecklonia radiata) as intermediates in cycling of arsenic in a marine ecosystem. Nature289 (1981) 602–604.Google Scholar
  17. 17.
    Edmonds, J.S., and Francesconi, K.A., Arsenic-containing ribofuranosides: isolation from brown kelpEcklonia radiata and N.M.R. spectra. J. chem. Soc. Perkin1 (1983) 2375–2382.Google Scholar
  18. 18.
    Edmonds J.S., and Francesconi, K.A., Trimethylarsine oxide in estuary catfish (Cnidoglanis marcocephalus) and school whiting (Sillago bassensis) after oral administration of sodium arsenate; and as a natural component of estuary catfish. Sci. total Envir. (1987) in press.Google Scholar
  19. 19.
    Edmonds, J.S., and Francesconi, K.A. unpublished results.Google Scholar
  20. 20.
    Edmonds, J.S., Francesconi, K.A., Cannon, J.R., Raston, C.L., Skelton, B.W., and White, A.H., Isolation, crystal structure and synthesis of arsenobetaine, the arsenical constituent of the western rock lobsterPalinurus longipes cygnus George. Tetrahedron Lett. (1977) 1543–1546.Google Scholar
  21. 22.
    Edmonds, J.S., Francesconi, K.A., and Hansen, J.A., Dimethyloxarsylethanol from anaerobic decomposition of brown kelpEcklonia radiata: a likely precursor of arsenobetaine in marine fauna. Experientia38 (1982) 643–644.Google Scholar
  22. 22.
    Edmonds, J.S., Francesconi, K.A., Healy, P.C., and White, A.H., Isolation and crystal structure of an arsenic-containing sugar sulphate from the kidney of the giant clamTridacna maxima. X-ray crystal structure of (2S)-3-[5-deoxy-5-(dimethylarsinoyl)-β-D ribofuranosyloxyl]-2-hydroxypropyl hydrogen sulphate. J. chem. Soc. Perkin1 (1982) 2989–2993.Google Scholar
  23. 23.
    Edmonds, J.S., Morita, M., and Shibata, Y., The isolation and identification of arsenic-containing ribofuranosides and inorganic arsenic from Japanese edible seaweedHizikia fusiforme. J. chem. Soc. Perkin1 (1987) in press.Google Scholar
  24. 24.
    Fagerström, T., and Jernelöv, A., Biological methylation of mercury, food chain accumulation, ecological effects and routes of exposure to man. CRC Crit. Rev. envir. Control4 (1974) 296–314.Google Scholar
  25. 25.
    Fowler, S.W., and Ünlü, M.Y., Factors affecting bioaccumulation and elimination of arsenic in the shrimp (Lysmata seticaudata). Chemosphere7 (1978) 711–720.Google Scholar
  26. 26.
    GESAMP Working Group on Review of Potentially Harmful Substances. Hazard Evaluation for Arsenic. World Health Organisation, Geneva, in press.Google Scholar
  27. 27.
    Jongen, W.M.F., Cardinaals, J.M., Bos, P.M.J., and Hagel, P., Genotoxicity testing of arsenobetaine, the predominant form of arsenic in marine fishery products. Fd chem. Toxic.23 (1985) 669–674.Google Scholar
  28. 28.
    Klumpp, D.W., Characteristics of arsenic accumulation by the sea-weedsFucus spiralis andAscophyllum nodosum. Mar. Biol.58 (1980) 257–264.Google Scholar
  29. 29.
    Klumpp, D.W., Accumulation of arsenic from water and food byLittorina littoralis andNucella lapillus. Mar. Biol.58 (1980) 265–274.Google Scholar
  30. 30.
    Klumpp, D.W., and Peterson, P.J., Chemical characteristics of arsenic in a marine food chain. Mar. Biol.62 (1981) 297–305.Google Scholar
  31. 31.
    Knowles, F.C., and Benson, A.A., The biochemistry of arsenic. Trends biochem. Sci.8 (1983) 178–180.Google Scholar
  32. 32.
    Lawrence, J.F., Michalik, P., Tam, G., and Conacher, H.B.S., Identification of arsenobetaine and arsenocholine in Canadian fish and shellfish by high-performance liquid chromatography with atomic absorption detection and confirmation by fast atom bombardment mass spectrometry. J. agric. Fd Chem.34 (1986) 315–319.Google Scholar
  33. 33.
    Lindgren, A., Vahter, M. and Dencker L., Autoradiographic studies on the distribution of arsenic in mice and hamsters administered74As-arsenite or arsenate. Pharmac. Toxic.51 (1982) 253–265.Google Scholar
  34. 34.
    Maugh II, T.H., It isn't easy being King. Science203 (1979) 637.Google Scholar
  35. 35.
    Norin, H., and Christakopoulos, A., Evidence for the presence of arsenobetaine and another organoarsenical in shrimps. Chemosphere11 (1982) 287–298.Google Scholar
  36. 36.
    Norin, H., Ryhage, R., Christakopoulos, A., and Sandström, M., New evidence for the presence of arsenocholine in shrimps (Pandalus borealis) by use of pyrolysis gas chromatography-atomic absorption spectrometry/mass spectrometry. Chemosphere12 (1983) 299–315.Google Scholar
  37. 37.
    Olson, B.H., and Cooper, R.C., Comparison of aerobic and anaerobic methylation of mercuric chloride by San Francisco Bay sediments. Wat. Res.10 (1976) 113–116.Google Scholar
  38. 38.
    Pentreath, R.J., The accumulation of arsenic by the plaice and thornback ray: some preliminary observations. Int. Council Exploration of the Sea, CM 1977/E: 17 (1977).Google Scholar
  39. 39.
    Phillips, D.J.H., and Depledge, M.H., Metabolic pathways involving arsenic in marine organisms: a unifying hypothesis. Mar. envir. Res.17 (1985) 1–12.Google Scholar
  40. 40.
    Sanders, J.G., The concentration and speciation of arsenic in marine macro-algae. Estuar. Coast. mar. Sci.9 (1979) 95–99.Google Scholar
  41. 41.
    Schreiber, W., Mercury content of fishery products: data from the last decade. Sci. total Envir.31 (1983) 283–300.Google Scholar
  42. 42.
    Summons, R.E., Woolias, M., and Wild, S.B., Synthesis of β-trimethylarsonium lactate. Phosphorus Sulfur13 (1982) 133–134.Google Scholar
  43. 43.
    Vahter, M., Biotransformation of trivalent and pentavalent inorganic arsenic in mice and rats. Envir. Res.25 (1981) 286–293.Google Scholar
  44. 44.
    Vahter, M., and Marafante, E., Intracellular interaction and metabolic fate of arsenite and arsenate in mice and rabbits. Chem. biol. Interact.47 (1983) 29–44.PubMedGoogle Scholar
  45. 45.
    Vahter, M., and Norin, H., Metabolism of74As-labelled trivalent and pentavalent inorganic arsenic in mice. Envir. Res.21 (1980) 446–457.Google Scholar
  46. 46.
    Vahter, M., Marafante, E., Lindgren, A., and Dencker, L., Tissue distribution and subcellular binding of arsenic in marmoset monkeys after injection of74As-arsenite. Archs Toxic51 (1982) 65–77.Google Scholar
  47. 47.
    Vahter, M., Marafante, E., and Dencker, L. Metabolism of arsenobetaine in mice, rats and rabbits. Sci. total Envir.30 (1983) 197–211.Google Scholar
  48. 48.
    Welch, A.D., and Landau, R.L., The arsenic analogue of choline as a component of lecithin in rats fed arsenocholine chloride. J. biol. Chem.144 (1942) 581–588.Google Scholar
  49. 49.
    Welch, A.D., and Welch, M.S., Lipotropic action of certain compounds related to choline chloride. Proc. Soc. exp. Biol. Med.39 (1938) 7–9.Google Scholar
  50. 50.
    Yamauchi, H., and Yamamura, Y., Dynamic change of inorganic arsenic and methylarsenic compounds in human urine after oral intake of arsenic trioxide. Industr. Hlth17 (1979) 79–83.Google Scholar
  51. 51.
    Yamauchi, H., and Yamamura, Y., Metabolism and excretion of orally administered dimethylarsinic acid in the hamster. Toxic. appl. Pharmac.74 (1984) 134–140.Google Scholar
  52. 52.
    Yancey, P.H., Clark, M.E., Hand, S.C., Bowlus, R.D., and Somero, G.N., Living with water stress: evolution of osmolyte systems. Science217 (1982) 1214–1222.PubMedGoogle Scholar

Copyright information

© Birkhäuser Verlag Basel 1987

Authors and Affiliations

  • J. S. Edmonds
    • 1
  • K. A. Francesconi
    • 1
  1. 1.Western Australian Marine Research LaboratoriesNorth BeachAustralia

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