Skip to main content
Log in

Retention, enantioselectivity and enantiomeric elution order of propranolol and its ester derivatives on an alpha1-acid glycoprotein-bonded column

  • Originals
  • Published:
Chromatographia Aims and scope Submit manuscript

Summary

The retention, enantionselectivity and enantiomeric elution order of racemic propranolol (PP) and its ester derivatives (O-acetyl,-propionyl,-butyrul and-valeryl PP) on an α1-acid glycoprotein (AGP)-bonded column have been investigated by changing eluent composition (eluent pH, buffer concentration, type and content of organic modifier). The retention of these cationic solutes, PP and its ester derivatives, was influenced by eluent pH, ionic strength and organic modifier content. The enantioselectivity was dependent on eluent pH and type of organic modifier. Reversal of the enantiomeric elution order of ester derivatives of PP (O-propionyl-butyryl) and-valeryl PP) occurred around eluent pH 6–7. These results suggst that chiral recognition or binding properties may be altered by the change in eluent composition, espeically eluent pH and type of organic modifier.

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. G. Güblitz, Chromatographia30, 555 (1990) and references cited therein.

    Google Scholar 

  2. J. Hermansson, J. Chromatogr.269, 71 (1983).

    Google Scholar 

  3. T. Miwa, M. Ichikawa, M. Tsuno, T. Hattori, T. Miyakaka, M. Kayana, Y. Miyake, Chem. Pharm. Bull.35, 682 (1987).

    Google Scholar 

  4. J. Hermansson, G. Shill, in:M. Zief andL. J. Crane, (Eds.), Chromatographic Chiral Separation, Marcel Dekker, New York, 1988, p. 245.

    Google Scholar 

  5. G. Shill, I. Wainer, S. Barkan, J. Chromatogr.365, 73 (1986) and references cited therein.

    Google Scholar 

  6. J. Haginaka, J. Wakai, K. Takahishi, H. Yasuda, T. Katagri, Chromatographia29, 587 (1990).

    Google Scholar 

  7. J. Haginaka, Ch. Seyama, H. Yasuda, K. Takahasi, submitted for publication in J. Chromatogr.

  8. W. L. Nelson, R. B. Walker, Res. Comm. Chem. Patho. Pharmacol.22, 435 (1978).

    Google Scholar 

  9. M. Enquist, J. Hermansson, J. Chromatogr.519, 285 (1990).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Haginaka, J., Seyama, C., Yasuda, H. et al. Retention, enantioselectivity and enantiomeric elution order of propranolol and its ester derivatives on an alpha1-acid glycoprotein-bonded column. Chromatographia 33, 127–132 (1992). https://doi.org/10.1007/BF02275892

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02275892

Key Words

Navigation