Short communication
High-performance liquid chromatographic separation of cistrans isomers of proline-containing peptides: II. Fractionation in different cyclodextrin systems

https://doi.org/10.1016/0021-9673(94)85172-7Get rights and content

Abstract

β-Cyclodextrin-bonded silica is demonstrated to be a suitable stationary phase for high-performance liquid chromatography of conformational isomers of proline-containing peptides. In contrast to reversed-phase chromatography, the principle of inclusion complexation shows significant selectivities in conformer resolution based on a variety of interactions. New results of inclusion HPLC of biologically active oligopeptides related to β-casomorphin on stationary phases containing bonded cyclodextrins of different internal diameters indicate a steric discrimination process during the conformer separation. β-Cyclodextrin used as a mobile phase additive in reversed-phase systems is shown to offer the opportunity to investigate conformational changes using commercially available reversed-phase columns.

References (20)

  • S. Friebe et al.

    J. Chromatogr.

    (1992)
  • D. Hübner et al.

    FEBS Lett.

    (1991)
  • D. Hübner et al.

    Biochem. Biophys. Res. Commun.

    (1991)
  • W.R. Melander et al.

    J. Chromatogr.

    (1982)
  • L. Rusconi et al.

    J. Chromatogr.

    (1985)
  • J.C. Gesquiere et al.

    J. Chromatogr.

    (1989)
  • C.A. Chang et al.

    J. Chromatogr.

    (1990)
  • R.M. Mohseni et al.

    J. Chromatogr.

    (1990)
  • S. Terabe et al.

    J. Chromatogr.

    (1990)
  • S.A.C. Wren et al.

    J. Chromatogr.

    (1992)
There are more references available in the full text version of this article.

Cited by (25)

  • High-performance liquid chromatography and nuclear magnetic resonance study of linear tetrapeptides and octapeptides containing N-methylated amino acid residues

    2007, Journal of Chromatography A
    Citation Excerpt :

    It was found that temperature, flow-rate, pH, and solvent can significantly affect the elution profile of proline containing peptides. It was shown that raising of the column temperature had a dramatic effect on the peak shape, since it changed from a broad or split to uniform sharp profile as a consequence of the accelerated cis/trans isomerism [15–17,20–25,27–29]. On the other hand, low temperature leads to a slower cis/trans interconversion resulting in the peak broadening and, in extreme cases, peak splitting [15,23,28].

  • Chapter 12 Peptides

    1998, Journal of Chromatography Library
View all citing articles on Scopus
View full text