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Isolation and identification of cholesterol α-oxide and other minor sterols in human serum

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Lipids

Abstract

The isolation and identification of cholesterol α-oxide, coprostanol, β-sitosterol, cholest-4-en-3-one and cholesta-4, 6-dien-3-one from human serum are reported. Compounds were isolated by thin layer chromatography and were identified by gas liquid chromatography and gas chromatography-mass spectrometry (GC-MS). Data for standard sterols are also reported. The possible origins of these minor components and the significance of their presence are discussed.

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References

  1. Nakanishi, K., B.K. Bhattacharyya and L.F. Fieser, J. Amer. Chem. Soc. 75:4415–4417 (1953).

    Article  CAS  Google Scholar 

  2. Koehler, A.E., and E. Hill, Fed. Proc. 12:232–233 (1953).

    Google Scholar 

  3. Chattopadhyay, D.P., and E. Mosbach, Anal. Biochem. 10:435–443 (1965).

    Article  CAS  Google Scholar 

  4. Beaumont, J.L., and J.R. Claude, Rev. Fr. Etud. Clin. Biol. 9:859–862 (1964).

    CAS  PubMed  Google Scholar 

  5. Claude, J.R., Clin. Chim. Acta 17:371–382 (1967).

    Article  PubMed  CAS  Google Scholar 

  6. Miettinen, T.A., Ann. Med. Exp. Biol. Fenn. 46:172–176 (1968).

    PubMed  CAS  Google Scholar 

  7. Gray, M.F., A. Morrison, E. Farish, T.D.V. Lawrie and C.J.W. Brooks, Biochim. Biophys. Acta 187:163–165 (1969).

    PubMed  CAS  Google Scholar 

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

    PubMed  CAS  Google Scholar 

  9. Horning, M.G., in “Lipid Pharmacology,” Edited by R. Paoletti, Academic Press, New York, 1964, Chapter 1.

    Google Scholar 

  10. Claude, J.R., and J.B. Beaumont, Ann. Biol. Clin. 22:815–833 (1964).

    CAS  Google Scholar 

  11. Morris, L.J., J. Lipid Res. 7:717–732 (1967).

    Google Scholar 

  12. Brooks, C.J.W., and J. Watson, J. Chromatog. 31:396–404 (1967).

    Article  CAS  Google Scholar 

  13. Chambaz, E.M., Anal. Letters 1:201 (1967).

    CAS  Google Scholar 

  14. Chambaz, E.M. and E.C. Horning, Anal. Biochem. 30:7–24 (1969).

    Article  PubMed  CAS  Google Scholar 

  15. Barton, D.H.R., J. Chem. Soc.: 1027–1040 (1953).

  16. Eneroth, P., K. Hellström and R. Ryhage, J. Lipid Res. 5:245–262 (1964).

    PubMed  CAS  Google Scholar 

  17. Fioriti, J.A., and R.J. Sims, JAOCS 44:221–224 (1967).

    PubMed  CAS  Google Scholar 

  18. Claude, J.R., and J.L. Beaumont, J. Chromatogr. 21:189–201 (1966).

    Article  PubMed  CAS  Google Scholar 

  19. Smith, L.L., W.S. Matthews, J.C. Price, and R.C. Bachmann and B. Reynolds, Ibid. 27:187–192(1967).

    Article  CAS  Google Scholar 

  20. Van Lier, J.E., and L.L. Smith, Anal. Biochem. 24:419–430 (1968).

    Article  PubMed  Google Scholar 

  21. Cross, A.D., Quart. Rev. (London), 14:317–335 (1960).

    CAS  Google Scholar 

  22. Fioriti, J.A., N. Buide and R.J. Sims, Lipids 4:142–146 (1969).

    Article  PubMed  CAS  Google Scholar 

  23. Fioriti, J.A., M.J. Kanuk, M. George and R.J. Sims, Ibid. 5:71–75 (1970).

    Article  PubMed  CAS  Google Scholar 

  24. Schoenheimer, R., Z. Physiol. Chem. 180:1–37 (1929).

    Google Scholar 

  25. Gould, R.G. Trans. N.Y. Acad. Sci. 18:129–134 (1955).

    PubMed  CAS  Google Scholar 

  26. Gould, R.G., R.J. Jones, G.V. LeRoy, R.W. Wissler and C.B. Taylor, Metabolism 18:652–662 (1969).

    Article  PubMed  CAS  Google Scholar 

  27. Salen, G., E.H. Ahrens, Jr. and S.M. Grundy, J. Clin. Invest. 49:952–967 (1970).

    Article  PubMed  CAS  Google Scholar 

  28. Rosenfeld, R.S., B. Zumoff and L. Hellman, J. Lipid Res. 4:337–340 (1963).

    PubMed  CAS  Google Scholar 

  29. Rosenfeld, R.S., and L. Hellman, Ibid. 10:175–178 (1969).

    PubMed  CAS  Google Scholar 

  30. Steinberg, D., and D.S. Fredrickson, Ann. N.Y. Acad. Sci. 64:579–589 (1956).

    PubMed  CAS  Google Scholar 

  31. Tomkins, G.M., C.W. Nichols, Jr., D.D. Chapman, S. Hotta and I.L. Chaikoff, Science 125:936–937 (1957).

    Article  PubMed  CAS  Google Scholar 

  32. Harold, F.M., D.D. Chapman and I.L. Chaikoff, J. Biol. Chem. 224:609–620 (1957).

    PubMed  CAS  Google Scholar 

  33. Rosenfeld, R.S., B. Zumoff and L. Hellman, J. Lipid Res. 8:16–23 (1967).

    PubMed  CAS  Google Scholar 

  34. Wulfson, N.S., V.I. Zaretskii, V.G. Zaikin, G.M. Segal, I.V. Tergev and T.P. Fredkina, Tetrahedron Lett.: 3015–3022 (1964).

  35. Pearson, S., S. Stern and T.H. McGavak, Anal. Chem. 25:813–814 (1953).

    Article  CAS  Google Scholar 

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Author information

Authors and Affiliations

  1. Department of Medical Cardiology, University of Glasgow, W. 2, Glasgow

    M. F. Gray & T. D. V. Lawrie

  2. Department of Chemistry, University of Glasgow, W. 2, Glasgow

    C. J. W. Brooks

Authors
  1. M. F. Gray
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  2. T. D. V. Lawrie
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  3. C. J. W. Brooks
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Additional information

Throughout the paper the following nomenclature is used: cholesterol α-oxide, cholesterol-5α, 6α-epoxide; coprostanol, 5β-cholestan-3β-ol; cholestanol, 5α-cholestan-3β-ol; dihydrolanosterol, 5α-lanost-8(9)-en-3β-ol; β-Sitosterol, 24β-ethylcholest-5-en-3β-ol; cholesterol, cholest-5-en-3β-ol; coprostanone, 5β-cholestan-3-one.

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Gray, M.F., Lawrie, T.D.V. & Brooks, C.J.W. Isolation and identification of cholesterol α-oxide and other minor sterols in human serum. Lipids 6, 836–843 (1971). https://doi.org/10.1007/BF02531214

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  • DOI: https://doi.org/10.1007/BF02531214

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