Skip to main content
SpringerLink
Log in

Sterols of scallop. III. Characterization of some C-24 epimeric sterols by high resolution (220 MHz) nuclear magnetic resonance spectroscopy

  • Communications
  • Published:
Lipids

Abstract

Alkyl sterols epimeric at C-24 isolated from the Atlantic scallop,Placopecten magellanicus, were analyzed by high resolution (220 MHz) nuclear magnetic resonance spectrometry, and their spectra compared with authentic samples. This technique was used to assign absolute stereochemistry in epimeric mixtures of 24 R and S 24-methylcholest-5-en-3β-ol, (22E)-24-methylcholesta-5,22-dien-3β-ol and 24-ethylcholest-5-en-3β-ol. It also allowed a semiquantitative estimate of the R/S isomers present in the mixture.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Bergmann, W., in “Comparative Biochemistry,” Vol. 3, Edited by M. Florkin and H.S. Mason, Academic Press, London and New York, 1962, p. 103.

    Google Scholar 

  2. Schmitz, F.J., in “Marine Natural Products,” Vol. 1, Edited by P.J. Scheuer, Academic Press, New York, 1978, p. 241.

    Google Scholar 

  3. Patterson, G.W., M.W. Khalil, and D.R. Idler, J. Chromatogr. 115:153 (1975).

    Article  PubMed  CAS  Google Scholar 

  4. Thompson, M.J., S.R. Dutky, G.W. Patterson, and E.L. Gooden, Phytochemistry 11:1781 (1972).

    Article  CAS  Google Scholar 

  5. Rubinstein, I., L.J. Goad, A.D.H. Clague, and L.J. Mulheirn, Phytochemistry 15:195 (1976).

    Article  CAS  Google Scholar 

  6. Nes, W.R., K. Krevitz, and S. Behzadan, Lipids 11:118 (1976).

    Article  CAS  Google Scholar 

  7. Wright, J.L.C., A.G. McInnes, D.G. Smith, J.A. Walter, D. Idler, and W. Khalil, Can. J. Chem. 56:1898 (1978).

    Article  CAS  Google Scholar 

  8. Patterson, G.W., Phytochemistry 11:3481 (1972).

    Article  CAS  Google Scholar 

  9. Rubinstein, I., and L.J. Goad, Phytochemistry 13:485 (1974).

    Article  CAS  Google Scholar 

  10. Wainai, T., T. Tamura, B. Truscott, and D.R. Idler, J. Fish, Res. Board Can. 21:1543 (1964).

    CAS  Google Scholar 

  11. Kobayashi, M., and H. Mitsuhashi, Steroids 26:605 (1975).

    Article  PubMed  CAS  Google Scholar 

  12. Mulheirn, L.J., Tetrahedron Lett. 3175 (1973).

  13. Goad, L.J., J.R. Lenton, F.F. Knapp, and T.W. Goodwin, Lipids 9:582 (1974).

    PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Marine Sciences Research Laboratory, Memorial University of Newfoundland, St. John's, Newfoundland, Canada

    M. W. Khalil & D. R. Idler

  2. Department of Botany, University of Maryland, College Park, MD, U.S.A.

    G. W. Patterson

Authors
  1. M. W. Khalil
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. R. Idler
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. W. Patterson
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

M.S.R.L. Contribution Number 242.

About this article

Cite this article

Khalil, M.W., Idler, D.R. & Patterson, G.W. Sterols of scallop. III. Characterization of some C-24 epimeric sterols by high resolution (220 MHz) nuclear magnetic resonance spectroscopy. Lipids 15, 69–73 (1980). https://doi.org/10.1007/BF02534123

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02534123

Keywords

Search

Navigation