Skip to main content
Log in

Capillary Gas Chromatographic Determination of C27-Bile Acids in Biological Samples and Its Application to the Urine of a Patient with Zellweger Syndrome

  • Original Paper
  • Published:
Analytical Sciences Aims and scope Submit manuscript

Abstract

Gas chromatographic determination of C27-bile acids was investigated for the study of bile acid biosynthesis and related congenital disorders. The intermediate C27-bile acids in the β-oxidation step and related compounds were conveniently synthesized from the corresponding C24-bile acids as standard samples. The separation of methyl ester-trimethylsilyl ether (Me-TMS) and methyl ester-dimethylethylsilyl ether (Me-DMES) derivatives of the C27-bile acids was carried out by capillary gas chromatography. Then methylene units of the above derivatives were measured. The Me-DMES derivatives were more efficient for the separation of C:7-bile acids than the Me-TMS derivatives. The calibration curves for the Me-DMES derivatives of C27-bile acids showed good linearities over the range of 5 – 200 ng; the detection limits were ca. 0.5 ng (S/N=5). The relative recoveries from biological samples were 93 – 105% for all C27-bile acids using 24-nor-chenodeoxycholic acid as an internal standard. An application to the diagnosis of Zellweger syndrome is also discussed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. H. Danielsson, “The Bile Acids” Vol.2, p. 1, Plenum Press, New York, 1973.

    CAS  Google Scholar 

  2. I. Björkhem, “Sterols and Bile Acids”, p. 231, Elsevier Science Pub. B. V., Amsterdam, 1985.

    Book  Google Scholar 

  3. D. W. Russell and K. D. R. Setchell, Biochemistry, 31, 4737 (1992).

    Article  CAS  Google Scholar 

  4. M. Tohma, R. Mahara, H. Takeshita, T. Kurosawa and S. Ikegawa, Chem. Pharm. Bull., 34, 2890 (1986).

    Article  CAS  Google Scholar 

  5. T. Kurosawa, R. Mahara, H. Nittono and M. Tohma, Chem. Pharm. Bull., 37, 557 (1989).

    Article  CAS  Google Scholar 

  6. T. Kurosawa, Y. Nomura, R. Mahara, T. Yoshimura, A. Kimura, S. Ikegawa and M. Tohma, Chem. Pharm. Bull., 43, 1551 (1995).

    Article  CAS  Google Scholar 

  7. J. Gustafsson, S. Anderson and J. Sjövall, Biol. Neonate, 47, 26 (1985).

    Article  CAS  Google Scholar 

  8. J. Gustafsson, S. Anderson and J. Sjövall, Pediatr. Res., 21, 99 (1987).

    Article  CAS  Google Scholar 

  9. M. Une, Y. Tazawa, K. Tada and T. Hoshita, J. Biochem., 102, 1525 (1987).

    Article  CAS  Google Scholar 

  10. S. Goldfischer, C. Moore, A. Johnson, A. Spiro, M. Valsamis, H. Wisniewski, R. Ritch, W. Norton, I. Rapin and L. Gartner, Science [Washington, D.C.], 182, 62 (1973).

    Article  CAS  Google Scholar 

  11. B. F. Kase, I. Björkhem, P. Haga and J. I. Pedersen, J. Clin. Invest., 75, 427 (1985).

    Article  CAS  Google Scholar 

  12. H. Eyssen, E. Eggermont, J. V. Eldere, J. Jaeken, G. Parmentier and G. Janssen, Acta Pediatr. Scand., 74, 539 (1985).

    Article  CAS  Google Scholar 

  13. K. Tserng and P. D. Klein, Steroids, 29, 635 (1977).

    Article  CAS  Google Scholar 

  14. R. Somanathan and S. Krisans, Steroids, 43, 651 (1984).

    Article  CAS  Google Scholar 

  15. J. Goto, M. Hasegawa, H. Kato and T. Nambara, Clin. Chim. Acta, 87, 141 (1978).

    Article  CAS  Google Scholar 

  16. R. Mahara, H. Takeshita, T. Kurosawa, S. Ikegawa and M. Tohma, Anal. Sci., 3, 449 (1987).

    Article  CAS  Google Scholar 

  17. I. Makino, J. Sjövall, A. Norman and B. Strandvik, FEBS Lett., 15, 161 (1971).

    Article  CAS  Google Scholar 

  18. Y. Nishikawa, K. Yamashita, M. Ishibashi and H. Miyazaki, Chem. Pharm. Bull., 26, 2922 (1978).

    Article  CAS  Google Scholar 

  19. A. Fukunaga, Y. Hatta, M. Ishibashi and H. Miyazaki, J. Chromatogr., 190, 339 (1980).

    Article  CAS  Google Scholar 

  20. T. Iida, T. Momose, T. Tamura, T. Matsumoto, J. Goto, T. Nambara and F. C. Chang, J. Chromatogr., 389, 155 (1987).

    Article  CAS  Google Scholar 

  21. E. C. Horning, M. G. Horning, N. Ikekawa, E. M. Chambaz, P. I. Jaakomaki and C. J. W. Brooks, J. Gas Chromatogr., 5, 283 (1967).

    Article  CAS  Google Scholar 

  22. N. I. Mohammed, P. H. Patrick and W. H. Elliott, Steroids, 56, 505 (1991).

    Article  Google Scholar 

  23. R. J. Bridgwater, Biochem. J., 64, 593 (1956).

    Article  CAS  Google Scholar 

  24. T. Briggs, J. Org. Chem., 35, 1431 (1970).

    Article  CAS  Google Scholar 

  25. R. K. Varma, M. Koreeda, B. Yagen, K. Nakanishi and E. Caspi., J. Org. Chem., 40, 3680 (1975).

    Article  CAS  Google Scholar 

  26. M. Une, N. Kisaka, M. Yoshii and T. Hoshita, J. Biochem., 106, 501 (1989).

    Article  CAS  Google Scholar 

  27. M. Une, F. Nagai, K. Kihira, T. Kuramoto and T. Hoshita, J. Lipid Res., 24, 924 (1983).

    Article  CAS  Google Scholar 

  28. Y. Inai, Y. Tanaka, S. Betsuki and T. Kazuno, J. Biochem., 56, 591 (1964).

    Article  CAS  Google Scholar 

  29. M. Une, A. Inoue, T. Kurosawa, M. Tohma and T. Hoshita, J. Lipid Res., 35, 620 (1994).

    Article  CAS  Google Scholar 

  30. T. Kurosawa, M. Sato, H. Nakano and M. Tohma, Steroids, 61, 421 (1996).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kurosawa, T., Sato, M., Kikuchi, F. et al. Capillary Gas Chromatographic Determination of C27-Bile Acids in Biological Samples and Its Application to the Urine of a Patient with Zellweger Syndrome. ANAL. SCI. 12, 839–846 (1996). https://doi.org/10.2116/analsci.12.839

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.2116/analsci.12.839

Keywords

Navigation