High-performance liquid chromatographic methods for separation of enantiomers of alicyclic β-amino acids

Antal Péter, Gabriella Török, Péter Csomós, Mária Péter, Gábor Bernáth, Ferenc Fülöp

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Abstract

Reversed-phase high-performance liquid chromatographic methods were developed for the separation and quantification of the enantiomers of alicyclic β-amino acids: racemic cis- and trans-2-aminocyclohexane-1-carboxylic acids (cis- and trans-ACHC) and racemic cis- and trans-2-amino-4-cyclohexene-1-carboxylic acids (cis- and trans-ACHC-ene). The enantioselective separations involved two methods: direct separation on a chiral stationary phase (Crownpak CR(+)) and separation of the diastereomers formed by pre-column derivatization with chiral derivatizing reagents: 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (Marfey's reagent) and 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylisothiocyanate. The different methods were compared in systematic chromatographic examinations. The effects of pH, mobile phase composition, organic modifier content and temperature on the separation were also investigated.

Original languageEnglish
Pages (from-to)103-113
Number of pages11
JournalJournal of Chromatography A
Volume761
Issue number1-2
DOIs
Publication statusPublished - Feb 14 1997

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Keywords

  • Amino acids
  • Derivatization, LC
  • Enantiomer separation

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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