Enantiomeric separation of alanyl and leucyl dipeptides by capillary electrophoresis with cyclodextrins as chiral selectors

Cari Sänger-van de Griend

    Research output: Contribution to JournalArticleAcademicpeer-review

    Abstract

    Eight neutral cyclodextrins were tested for the enantiomeric separation of alanyl and leucyl dipeptides by capillary electrophoresis at pH 3, and seven out of the eight cyclodextrins proved suitable for the separation of one or more of the dipeptide enantiomer pairs. The best results were obtained with heptakis(2,6-di-O-methyl)-β-cyclodextrin. The dipeptides that were separated were mainly the aromatic and the more lipophilic aliphatic dipeptides. Mobility difference plots at pH 3.0 with malonic acid-triethanolamine as background electrolyte showed that the aromatic dipeptides had higher affinities for the cyclodextrin than the nonpolar, aliphatic dipeptides. The results suggested that, under the conditions applied, the C-terminal amino acid rather than the N-terminal one is involved in the chiral discrimination.

    Original languageEnglish
    Pages (from-to)2397-2404
    Number of pages8
    JournalElectrophoresis
    Volume21
    Issue number12
    DOIs
    Publication statusPublished - 2000

    Keywords

    • Capillary electrophoresis
    • Chiral separation
    • Cyclodextrins
    • Peptides

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