Summary
A strategy for the optimisation of direct chiral separation of omeprazole and a metabolite, hydroxi-omeprazole, in reversed phase liquid chromatography is described.
A factorial design was used, where mobile phase pH, concentration of a mobile phase modifier, ionic strength and column temperature were tested as the variables and enantioselective retention, column efficiency and asymmetry factor as the responses.
The experimental results were evaluated with multivariate analyses, which demonstrated that the column temperature and content of mobile phase acetonitrile were by far the most important variables. The enantiomers of omeprazole and one of its metabolites were baseline resolved within 15 minutes. The optimised chromatographic system was used for a separation of the enantiomers of omeprazole and its main metabolite in a patient plasma sample.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
C. Petterson, T. Arvidsson, A. L. Karlsson, I. Marle, J. Pharm. Biomed. Anal.4, 221 (1986).
E. Arvidsson, S. O. Jansson, G. Schill, J. Chromatogr.591, 55 (1992).
J. Hermansson, G. Schill, Chapter 10 in M. Zief and L. J. Crane, Eds. Chromatographic Chiral Separations, Marcel Dekker, New York, 1988.
S. Allenmark, B. Bomgren, H. Borén, J. Chromatogr.316, 617 (1984).
S. allenmark, in “Chiral separations by HPLC”, A. M. Krstulovic, Ed., Ellis Horwood, New York, 285, 1989.
K. Balmér, B. A. Persson, P. O. Lagerström J. Chromatogr.660, 269 (1994).
J. Hermansson, J. Chromatogr.269, 71 (1983).
R. K. Gilpin, S. E. Ethesham, R. B. Gregory, Anal. Chem.63, 2825 (1991).
J. Hermansson, M. Eriksson, J. Liq. Chromatogr.9, 621 (1986).
E. Arvidsson, S. O. Jansson, G. Schill, J. Chromatogr.506, 579 (1990).
A. Karlsson, unpublished results.
M. Enquist, J. Hermansson, J. Chromatogr.519, 271 (1990).
A. L. Blum, Digestion,47 (1), 3 (1990).
A. L. Ganser, J. G. Forte, Biochim. Biophys. Acta,307, 169 (1973).
A. Brändström, P. Lindberg, N.-Å. Bergman, T. Alminger, K. Ankner, U. Junggren, B. Lamm, P. Nordberg, M. Erickson, I. Grundevik, I. Hagin, K.-J. Hoffmann, S. Johansson, S. Larsson, I. Löfberg, K. Ohlson, B. Persson, I. Skånberg, L. Tekenbergs-Hjelte, Acta Chem. Scand.43, 536 (1989).
B. Wallmark, P. Lorentzon, H. Larsson, Scand. J. Gastroenterol.20 (108), 37 (1985).
L. Renberg, R. Simonsson, K. J. Hoffmann, Drug Metabolism and Disposition,17, 69 (1988).
P. O. Lagerström, B. A. Persson, J. Chromatogr.,309, 347 (1984).
S. von Unge, submitted to Tetrahedron Letters.
G. Schill, H. Ehrsson, J. Vessman, D. Westerlund, Eds., Separation Methods for Drugs and Related Organic Compounds, 2nd ed, Stockholm: Sweden, Pharmaceutical Press, 40 (1983).
G. E. P. Box, W. G. Hunter, J. S. Hunter, Statistics for experimenters, John Wiley & Sons, New York, USA, 291 (1978).
E. Morgan, Chemometrics: Experimental Design. 1st Ed., John Wiley & Sons Ltd, Chichester, England, 122 (1991).
A. Höskuldsson, J. Chemometrics,2, 211 (1988).
A. M. Andersson, A. Karlsson, M. Josefsson, J. Gottfries, Chromatographia,38, 715 (1994).
A. Lorber, L. E. Wangen, B. R. Kowalski, J. Chemometrics,1, 19 (1987).
S. Jönsson, A. Schön, R. Isaksson, C. Pettersson, G. Pettersson, Chirality,4, 505 (1992).
M. C. Hennion, C. Picard, C. Combellas, M. Caude, R. Rosset, J. Chromatogr.210, 211 (1981).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Karlsson, A., Hermansson, S. Optimisation of chiral separation of omeprazole and one of its metabolites on immobilized α1-acid glycoprotein using chemometricsglycoprotein using chemometrics. Chromatographia 44, 10–18 (1997). https://doi.org/10.1007/BF02466509
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02466509