Skip to main content
Log in

Determination of molecular formula and stereoconfiguration of unique steroids by X-ray diffraction analysis

  • Symposium: Sterol Analysis Held at the AOCS Annual Meeting in New York, NY, April 29, 1980
  • Published:
Lipids

Abstract

X-Ray diffraction analyses can determine chemical composition, molecular formula and stereoconfiguration and can provide geometric parameters with uncertainties for bond distances of the order of 0.01 Å and for bond angles of the order of 1°. These analyses are especially useful when the substance analyzed is present only in very small quantities and is of uncertain composition or molecular formula. Only one suitable crystal is required for the analysis to proceed. There are many instances in which such circumstances have prevailed in the diffraction analysis of steroids. Among the examples given here is a new type of natural plant hormone with profound growth-stimulating capabilities when applied in nanogram quantities per plant. The structure determination of this substance has greatly facilitated attempts to synthesize it and thereby to derive sufficient quantities for widespread testing.

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. Karle, J., in “Modern Methods of Steroid Analysis,” edited by E. Heftmann, Academic Press, 1973, p. 293.

  2. Jones, D.S. and I.L. Karle, Acta Crystallog. B30:624 (1974).

    Article  CAS  Google Scholar 

  3. Gull, P., Y. Saito, H. Wehrli and O. Jeger, Helv. Chim. Acta 57:863 (1974).

    Article  CAS  Google Scholar 

  4. Karle, I.L., Acta Crystallog. B31:1519 (1975).

    Article  Google Scholar 

  5. Paaren, H., R.M. Moriarty and J. Flippen, J. Chem. Soc., Chem. Commun. 114 (1976).

  6. Nickell, L.G. in “Plant Growth Substances,” edited by N. Mandava, ACS Symposium Series III:263, 1979.

  7. Mitchell, J.W., N. Mandava, J.F. Worley, J.R. Plimmer and N.V. Smith, Nature 225:1065 (1970).

    Article  PubMed  CAS  Google Scholar 

  8. Mandava, N., M. Kozempel, J.F. Worley, D. Matthews, J.D. Warthen, Jr., M. Jacobson, G.L. Steffens, H. Kenny and M.D. Grove, Ind. Eng. Chem., Prod. Res. Dev. 17:351 (1978).

    Article  CAS  Google Scholar 

  9. Grove, M.D., G.F. Spencer, W.K. Rohwedder, N. Mandava, J.F. Worley, J.D. Warthen, Jr., G.L. Steffens, J.L. Flippen-Anderson and J.C. Cook, Jr., Nature 281:216 (1979).

    Article  CAS  Google Scholar 

  10. Johnson, C.K., ORTEP, Oak Ridge National Laboratory Report ORNL-3794, 1965.

  11. Thompson, M.J., N. Mandava, J.L. Flippen-Anderson, J.F. Worley, S.R. Dutky, W.E. Robbins and W. Lusby, J. Org. Chem. 44:5002 (1979).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

About this article

Cite this article

Karle, J. Determination of molecular formula and stereoconfiguration of unique steroids by X-ray diffraction analysis. Lipids 15, 793–797 (1980). https://doi.org/10.1007/BF02534033

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02534033

Keywords

Navigation