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The liquid chromatographic behavior of  p-tert -butylcalix[ n ]arene ( n  = 4,5,6, and 8) for the separation of  cis/trans  peptide bond isomers of proline-containing peptides is studied to demonstrate the chromatographic selectivity of calixarene stationary phases. The results are compared with the elution patterns obtained on RP18 and β-cyclodextrin, as well as on a monomeric  p-tert -butylphenoxyacetic acid. The chromatographic data are established by rechromatography and  1 H-NMR spectroscopy. The results support the assumption that inclusion complexation seems to be a possible separation principle because of the size of the calixarene cavities.

High Performance Liquid Chromatography on Calixarene-Bonded Silica Gels. III. Separations of cis/trans Isomers of Proline-Containing Peptides