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Preparation ofcis,cis,cis-5,8,11-eicosatrienoic acid from arachidonic acid

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Lipids

Abstract

Arachidonic acid was reduced by hydrazine to yield isomeric eicosatrienoic acids with other products. Methylcis,cis,cis-5,8,11-eicosatrienoate was isolated from the products by silver ion chromatography and preparative gas liquid chromatography in 8% yield. The structure was confirmed by spectral studies and oxidative degradation.

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References

  1. Mead, J.F., and Salton, W.H., Jr., (1956) J. Biol. Chem. 219, 705–709.

    PubMed  CAS  Google Scholar 

  2. Fulco, A.J., and Mead, J.F. (1959) J. Biol. Chem. 234, 1411–1416.

    PubMed  CAS  Google Scholar 

  3. Holman, R.T. (1960) J. Nutr. 70, 405–410.

    PubMed  CAS  Google Scholar 

  4. Holman, R.T. (1968) in Progress in the Chemistry of Fats and Other Lipids (Holman, R.T., ed.) Vol. 9, Part 2, p. 275, Pergamon Press, London.

    Google Scholar 

  5. Sun, G.Y., Winniczek, H., Go, J., and Sheng, S.L. (1975) Lipids 10, 365–373.

    Article  CAS  Google Scholar 

  6. Lundberg, W.O. (1980) Nutr. Rev. 38, 233–235.

    Article  PubMed  CAS  Google Scholar 

  7. Osbond, J.M., Philpott, P.G., and Wickens, J.C. (1961) J. Chem. Soc. 2779–2787.

  8. Sprecher, H. (1967) Biochim. Biophys. Acta 144, 296–304.

    PubMed  CAS  Google Scholar 

  9. Sprecher, H. (1968) Biochim. Biophys. Acta 152, 519–530.

    PubMed  CAS  Google Scholar 

  10. Sprecher, H. (1971) Biochim. Biophys. Acta 231, 122–130.

    PubMed  CAS  Google Scholar 

  11. Aylward, F., and Rao, C.V.N. (1956) J. Appl. Chem. 6, 248–252.

    Article  CAS  Google Scholar 

  12. Schlenk, H., and Gellerman, J.L. (1960) Anal. Chem. 32, 1412–1414.

    Article  CAS  Google Scholar 

  13. Ghosh, A., Hoque, M., and Dutta, J. (1972) J. Chromatogr. 69, 207–208.

    Article  CAS  Google Scholar 

  14. Morris, L.J., Marshall, M.O., and Hammond, E.W. (1968) Lipids 3, 91–95.

    Article  CAS  PubMed  Google Scholar 

  15. Chang, T.C.L., and Sweeley, C.C. (1962) J. Lipid Res. 3, 170–176.

    CAS  Google Scholar 

  16. Wu, J., Ghosh, A. and Beal, J.L. (1980) J. Natural Prod. 43, 360–364.

    Article  CAS  Google Scholar 

  17. Gunstone, F.D. (1967) An Introduction to the Chemistry and Biochemistry of Fatty Acids and Their Glycerides, p. 90, Chapman and Hall, London.

    Google Scholar 

  18. Ackman, R.G. (1963) J. Am. Oil Chem. Soc. 40, 558–564.

    Google Scholar 

  19. Ackman, R.G., and Burgher, R.D. (1965) J. Am. Oil Chem. Soc. 42, 38–42.

    PubMed  CAS  Google Scholar 

Download references

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Ghosh, A., Koley, M. & Dutta, J. Preparation ofcis,cis,cis-5,8,11-eicosatrienoic acid from arachidonic acid. Lipids 17, 314–316 (1982). https://doi.org/10.1007/BF02534947

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  • DOI: https://doi.org/10.1007/BF02534947

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