Chiral separation of amino acids derivatised with fluorescein isothiocyanate by single isomer derivatives 3-monodeoxy-3-monoamino-β- and γ-cyclodextrins: the effect of the cavity size

J Chromatogr A. 2012 Dec 21:1269:360-5. doi: 10.1016/j.chroma.2012.08.034. Epub 2012 Aug 17.

Abstract

Thirteen enantiomeric pairs of α-amino acids derivatised with fluorescein isothiocyanate (FITC-AAs) were separated in capillary electrophoresis (CE) using as chiral selectors the single isomer derivatives (SIDs) 3-monodeoxy-3-monoamino-β- and γ-cyclodextrins. The chiral separation data obtained by these strictly homologous compounds, show different behaviours, allowing to hypothesise a possible structure of the obtained selector-analyte complexes, as well as highlighting the crucial role of the cavity size and the significant effects on the resolution obtained by small differences in the structural characteristics of these analytes.

MeSH terms

  • Cyclodextrins / chemistry*
  • Electrophoresis, Capillary / methods*
  • Fluorescein-5-isothiocyanate / chemistry*
  • Stereoisomerism

Substances

  • Cyclodextrins
  • Fluorescein-5-isothiocyanate