Direct high-performance liquid chromatographic enantioseparation of apolar β-amino acids on a quinine-derived chiral anion-exchanger stationary phase

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Abstract

A quinine-derived chiral anion-exchanger stationary phase was applied for the direct high-performance liquid chromatographic separation of the enantiomers of N-protected unusual β-amino acids, i.e. 3-aminobutanoic acid, 3-aminopentanoic acid, 3-amino-4-methylpentanoic acid, 3-amino-4,4-dimethylpentanoic acid, 3-amino-4-methylhexanoic acid, 3-amino-4-ethylhexanoic acid, 3-amino-3-cyclohexylpropanoic acid, 3-amino-3-(3-cyclohexen-1-yl)propanoic acid and 3-amino-3-phenylpropanoic acid. The readily prepared N-2,4-dinitrophenyl derivatives were well separable, with good efficiency and high resolution. The chromatographic conditions (eluent composition, pH and buffer concentration) were varied to achieve optimal separation. In some cases, the elution sequences of the enantiomers of the derivatives were determined.

Original languageEnglish
Pages (from-to)141-150
Number of pages10
JournalJournal of Chromatography A
Volume955
Issue number1
DOIs
Publication statusPublished - Apr 26 2002

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Keywords

  • Amino acids
  • Chiral stationary phases, LC
  • Enantiomer separation

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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