Skip to main content
Log in

Improved separation of diastereoisomers in capillary electrophoresis using a mixture of β-cyclodextrin and sodium taurodeoxycholate

  • Short Communications
  • Published:
Chromatographia Aims and scope Submit manuscript

Summary

2,3,4,6-tetra-O-acetyl-β-D-glucopranosyl isothiocyanate derivatives of a number of basic compounds, containing one chiral center, have been prepared. The indirect resolution of enantiomers was achieved with a high separation efficiency by capillary electrophoresis, using a sodium taurodeoxycholate/β-cyclodextrin system. This methodology was found to be superior to the resolution of the same derivatives by reversed phase HPLC analysis. A possible mechanism for stereoselectivity is described.

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.

References

  1. K. Wetterlin, J. Med. Chem.15, 1182 (1972).

    Google Scholar 

  2. A. J. Nichols, A. C. Sulpizio, D. J. Ashton, J. P. Hieble, R. R. Ruffolo, Chirality1, 2652 (1989).

    Google Scholar 

  3. V. Schurig, H.-P. Nowotny, Angew. Chem., Int. Ed. Engl.29, 939 (1990).

    Google Scholar 

  4. S. Allenmark, Chromatographic Enantioseparation, Methods and Application 2nd ed.; Ellis Horwood: Chichester, UK, 1991.

    Google Scholar 

  5. P. Camilleri (Ed.), Capillary Electrophoresis: Theory and Practice, CRC Press, Boca Raton, USA, 1993.

    Google Scholar 

  6. C. Quang, M. G. Khaledi, Anal. Chem.65, 3354 (1993).

    Google Scholar 

  7. S. Terabe, M. Shibata, Y. Miyashita, J. Chormatogr.480, 403 (1989).

    Google Scholar 

  8. G. N. Okafo, C. Bintz, S. E. Clarke, P. Camilleri, J. Chem. Soc. Chem. Commun., 1189 (1992).

  9. G. N. Okafo, P. Camilleri, J. Microcol. Sep.5, 149 (1993).

    Google Scholar 

  10. M. Lin, N. Wu, G. E. Barker, P. Sun, C. W. Huie, R. A. Hartwick, J. Liq. Chromatogr.16, 3667 (1993).

    Google Scholar 

  11. F. D. King, A. M. Brown, L. M. Gaster, A. J. Kaumann, S. G. Parker, A. A. Parsons, T. L. Patch, P. Raval, J. Med. Chem.36, 1918 (1993).

    Google Scholar 

  12. N. Nimura, Y. Kasahara, K. Toshio, J. Chromatogr.213, 327 (1981).

    Google Scholar 

  13. C. Hansch, A. Leo, Subsituent Constants for Correlation Analysis in Chemistry and Biology, Wiley: New York, USA, 1979.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Okafo, G.N., Rana, K.K. & Camilleri, P. Improved separation of diastereoisomers in capillary electrophoresis using a mixture of β-cyclodextrin and sodium taurodeoxycholate. Chromatographia 39, 627–630 (1994). https://doi.org/10.1007/BF02268292

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02268292

Key Words

Navigation