Skip to main content
SpringerLink
Log in

Solvatochromic Study of the Separation of Glycyl-Leucyl-Phenylalanine and Some Homologous by Reversed-Phase High-Performance Liquid Chromatography

  • Published:
Analytical Sciences Aims and scope Submit manuscript

Abstract

The separation of glycyl-leucyl-phenylalanine and its homologous was studied by reversed phase high-performance liquid chromatography. A solvatochromic interpretation (the linear solvation energy relationship and Reichardt’s ENT scale) and a non solvatochromic interpretation (P rs factor) showed that the optimum eluent for convenient separation on a C18 stationary phase was acetonitrile/0.1 M (mol l-1) sodium citrate buffer pH 3.0, 12/88 (v/v). The retention mechanism involved appeared to be governed mainly by dipole–dipole interaction and to be influenced by the hydrogen acceptor nature of acetonitrile. In the experimental conditions, separation was only slightly influenced by the ionized status (cationic form) of the studied peptides. Finally, separation was improved by using a phenyl-bonded silica stationary phase.

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. M. Hamon, Bull. Acad. Natl. Med., 174, 469 (1990).

    CAS  PubMed  Google Scholar 

  2. H. Meisel and E. Schlimme, Kieler Milchw. Forsch., 48, 343 (1996).

    CAS  Google Scholar 

  3. N. Lundell and K. Markides, J. Chromatogr., 639, 117 (1993).

    Article  CAS  Google Scholar 

  4. G. A. Guiochon, Anal. Chim. Acta, 283, 309 (1993).

    Article  CAS  Google Scholar 

  5. N. Lundell, LC-GC Int., 8, 636 (1995).

    Google Scholar 

  6. J. Bethou, D. Migliore-Samour, A. Lifchitz, J. Delettre, F. Floch and P. Jolles, FEBS Lett., 218, 55 (1987).

    Article  Google Scholar 

  7. D. Migliore-Samour, M. Roch-Arveiller, M. Tissot, M. Jaziri, K. Keddad, J. P. Giroud and P. Jolles, Biochem. Pharmacol., 44, 673 (1992).

    Article  Google Scholar 

  8. M. Jaziri, D. Migliore-Samour, M. R. Casabianca-Pignede, K. Keddad, J. L. Morgat and P. Jolles, Biochim. Biophys. Acta, 1160, 251 (1992).

    Article  CAS  Google Scholar 

  9. C. S. Patrickios, Colloid Interface Sci., 175, 256 (1995).

    Article  CAS  Google Scholar 

  10. P. Chaminade, A. Baillet, D. Ferrier, B. Bourgignon and D. L. Massart, Anal. Chim. Acta, 280, 93 (1993).

    Article  CAS  Google Scholar 

  11. J. Barbosa, I. Toro and V. Sanz-Nebot, Anal. Chim. Acta, 347, 295 (1997).

    Article  CAS  Google Scholar 

  12. C. Reichardt, Chem. Rev., 94, 2319 (1994).

    Article  CAS  Google Scholar 

  13. C. Reichardt and E. Harbusch-Gornert, Liebigs Ann. Chem., 721 (1983).

    Google Scholar 

  14. C. Reichardt, “Solvents and Solvent Effects in Organic Chemistry”, 2nd ed., p. 363, VCH, Weinheim, 1990.

    Google Scholar 

  15. T. M. Krygowski, P. K. Wrona, U. Zielkowska and C. Reichardt, Tetrahedron, 41, 4519 (1985).

    Article  CAS  Google Scholar 

  16. J. H. Park, M. O. Jang, D. S. Kim and P. W. Carr, J. Chromatogr., 513, 107 (1990).

    Article  CAS  Google Scholar 

  17. M. J. Kamlet, P. W. Carr, R. W. Taft and M. H. Abraham, J. Am. Chem. Soc., 103, 6062 (1981).

    Article  CAS  Google Scholar 

  18. M. J. Kamlet, J. L. M. Abboud, M. H. Abraham and R. W. Taft, J. Org. Chem., 48, 2877 (1983).

    Article  CAS  Google Scholar 

  19. P. C. Sadek, P. W. Carr, R. M. Doherty, M. J. Kamlet, R. W. Taft and M. H. Abraham, Anal. Chem., 57, 2971 (1985).

    Article  CAS  Google Scholar 

  20. P. W. Carr, R. M. Doherty, M. J. Kamlet, R. W. Taft, W. Melander and C. Horvath, Anal. Chem., 58, 2674 (1986).

    Article  CAS  Google Scholar 

  21. J. H. Park, P. W. Carr, M. H. Abraham, R. W. Taft, R. M. Doherty and M. J. Kamlet, Chromatographia, 25, 373 (1988).

    Article  CAS  Google Scholar 

  22. W. J. Cheong and P. W. Carr, Anal. Chem., 60, 820 (1988).

    Article  CAS  Google Scholar 

  23. P. J. Schoenmakers, “Optimization of chromatographic selectivity”, J. Chromatogr. Library, vol. 35, Elsevier, Amsterdam, 1986.

    Google Scholar 

  24. C. F. Poole, T. O. Kollie and S. K. Poole, Chromatographia, 34, 281 (1992).

    Article  CAS  Google Scholar 

  25. P. Chaminade, Doctoral University Paris-sud, France. Dissertation No 275 (1992).

    Google Scholar 

  26. Y. Marcus and Y. Migron, J. Phys. Chem., 95, 400 (1991).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Laboratoire de Chimie Analytique, UFR Médecine et Pharmacie, B.P. 199, 86005, Poitiers Cedex, France

    Sylvie Rabouan & Danièle Barthes

  2. Laboratoire de Chimie Analytique, Faculté des Sciences Pharmaceutiques et Biologiques de Paris Sud, 92290, Chatenay Malabry, France

    Patrice Prognon

Authors
  1. Sylvie Rabouan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Patrice Prognon
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Danièle Barthes
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

To whom correspondence should be addressed.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Rabouan, S., Prognon, P. & Barthes, D. Solvatochromic Study of the Separation of Glycyl-Leucyl-Phenylalanine and Some Homologous by Reversed-Phase High-Performance Liquid Chromatography. ANAL. SCI. 15, 1191–1198 (1999). https://doi.org/10.2116/analsci.15.1191

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.2116/analsci.15.1191

Keywords

Search

Navigation