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Identification of arachidonic acid in gulf of Mexico shrimp and degree of biosynthesis inPenaeus setiferus

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Lipids

Abstract

An icosatetraenoic fatty acid, though to be allcis-5,8,11,14-icosatetraenoic acid (arachidonic acid), was isolated from shrimp total lipid. The acid was subjected to partial reduction with hydrazine hydrate, with subsequent isolation of the monoenoic reaction products which were shown to becis in structure. These were then cleaved by periodate-permanganate oxidation and the resulting mono-and dicarboxylic acid were converted to methyl esters. Identification of the resulting mono- and dicarboxylic acids indicated that the original icosatetraenoic acid had the allcis-5,8,11,14 pattern of double bonds, and it was thus identified as arachidonic acid. Experiments were also performed to study the synthesis of arachidonic acid 20∶4(5,8,11,14) from linoleic acid, 18∶2(9,12) in microsomes prepared from shrimp hepatopancreas and tail muscle tissue. Each step of the pathway 18∶2(9,12)→18∶3(6,9,12)→20∶3(8,11,14)→20∶4(5,8,11, 14) was assayed separately, and the level of activity of each enzyme was expressed as percentage conversion of substrate to product. It was found that, in each step of the sequence, the enzyme activity in the shrimp tissue was very low compared to the activity found in rats. These and previous observations seem to indicate that the arachidonic acid in shrimp tissue originates mostly in the diet.

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References

  1. Kanazawa, A., Tokiwa, S., Kayama, M., and Hirata, M. (1977) Bull. Jpn. Soc. Soc. Fish. 43, 1111–1114.

    CAS  Google Scholar 

  2. Kanazawa, A., Teshima, S., Endo, M., and Kayama, M. (1978) Mem. Fac. Fish., Kagoshima Univ. 27, 35–40.

    CAS  Google Scholar 

  3. Kanazawa, A., Teshima, S., and Endo, M. (1979) Mem. Fac. Fish, Kagoshima Univ. 28,27–33.

    CAS  Google Scholar 

  4. Kanazawa, A., Teshima, S., Tokiwa, S. Kayama, M., and Hirata, M. (1979) Bull. Jpn. Soc. Sci. Fish 45, 1151–1153.

    CAS  Google Scholar 

  5. Bottino, N.R., Gennity, J., Lilly, M.L., Simmons, E., and Finne, G. (1980) Aquaculture 19, 139–148.

    Article  CAS  Google Scholar 

  6. Folch, J., Lees, M., and Sloane-Stanley, G.H. (1957) J. Biol. Chem. 226, 497–509.

    PubMed  CAS  Google Scholar 

  7. Bottino, N.R. (1975) Comp. Biochem. Physiol. 50B, 479–484.

    Google Scholar 

  8. Schlenk, H., and Holman, R.T. (1950), J. Am. Chem. Soc. 72, 5001–5004.

    Article  CAS  Google Scholar 

  9. Dudley, P.A., and Anderson, R.E. (1975) Lipids 10, 113–114.

    Article  PubMed  CAS  Google Scholar 

  10. Wood, R., and Reiser, R. (1965) J. Am. Oil Chem. Soc. 42, 159–160.

    CAS  Google Scholar 

  11. Privett, O.S., and Nickell, E.C. (1965) Lipids 1, 98–103.

    Article  Google Scholar 

  12. Ratnayake, W.N., Grossert, J.S., and Ackman, R.G. (1980) presented at Intern. Soc. Fats Res./Am. Oil Chem. Soc. World Congress, Abstr. 364, New York, NY.

  13. Von Rudloff, E. (1956) Can. J. Chem. 34, 1413–1418

    Article  Google Scholar 

  14. Albro, P.W., and Dittmer, J.C. (1969) Biochemistry 8, 394–404.

    Article  PubMed  CAS  Google Scholar 

  15. Farquhar, J.W., Insull, W., Rosen, P., Stoffel, W., and Ahrens, E.H. Jr. (1959), Nutr. Rev. Suppl. 17, 29–30.

    Google Scholar 

  16. Light, R.J. (1973) Biochim. Biophys. Acta 296, 461–466.

    PubMed  CAS  Google Scholar 

  17. Bernert, J.T., Jr., and Sprecher, H. (1975) Biochim. Biophys. Acta 398, 354–363.

    PubMed  Google Scholar 

  18. Brays, G.A. (1960) Anal. Biochem. 1 279–285.

    Article  Google Scholar 

  19. Layne, E. (1957) in Methods in Enzymology (Colowick, S.P., and Kaplan, N.O., eds.), Vol. 3, pp. 450–451, Academic Press, New York, NY.

    Google Scholar 

  20. Heinen, E., and Dandrifosse, G. (1973) Arch. Int. Physiol. Biochim. 81, 1–8.

    PubMed  CAS  Google Scholar 

  21. Ackman, R.G. (1980) Fette Seifen Anstrichm. 82, 351–357.

    Article  CAS  Google Scholar 

  22. Ackman, R.G., and Hooper, S.N. (1973) Comp. Biochem. Physiol. 46B, 153–165.

    Google Scholar 

  23. Morhauer, H., and Holman, R.T. (1963) J. Lipid Res. 4, 151–159.

    Google Scholar 

  24. Guary, J., Kayama, M., Murakami, T., and Ceccaldi, H.J. (1976) Aquaculture 7, 245–254.

    Article  CAS  Google Scholar 

  25. Colvin, P.M. (1976) Aquaculture 8, 81–89.

    Article  CAS  Google Scholar 

  26. Kanazawa, A., Teshima, S., and Ono, K. (1979) Comp. Biochem. Physiol. 63B, 295–298.

    CAS  Google Scholar 

  27. Nichols, B.W., and Appleby, R.S. (1969) Phytochemistry 8, 1907–1915.

    Article  CAS  Google Scholar 

  28. Jamieson, G.R., and Reid, E.H. (1972), Phytochemistry 11, 1423–1432.

    Article  CAS  Google Scholar 

  29. Johns, R.B., Nichols, P.D., and Perry, G.J. (1979) Phytochemistry 18,799–802.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Biochemistry and Biophysics, Texas A&M University, 77843, College Station, TX

    Martha L. Lilly & Nestor R. Bottino

Authors
  1. Martha L. Lilly
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  2. Nestor R. Bottino
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Additional information

Work performed by M.L. Lilly in partial fulfillment of the requirements for the Master of Science Degree.

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Lilly, M.L., Bottino, N.R. Identification of arachidonic acid in gulf of Mexico shrimp and degree of biosynthesis inPenaeus setiferus . Lipids 16, 871–875 (1981). https://doi.org/10.1007/BF02534990

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  • DOI: https://doi.org/10.1007/BF02534990

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