Indirect high-performance liquid chromatographic separation of stereoisomers of β-alkyl-substituted amino acids by the application of (S)-N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester as chiral derivatizing agent

Erika Vékes, Gabriella Török, Antal Péter, János Sápi, Dirk Tourwé

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The indirect high-performance liquid chromatographic enantioresolution of β-alkyl-substituted analogues of tyrosine, phenylalanine, 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid and tryptophan is reported. (S)-N-(4-Nitrophenoxycarbonyl)phenylalanine methoxyethyl ester, a recently developed chiral derivatizing agent, was used for pre-column derivatization of the investigated analytes. The diastereoisomers formed were analysed under reversed-phase conditions. The effects of parameters such as the amount and type of the organic modifier and the type of the stationary phase on the resolution and retention of the derivatives were investigated. Chromatographic conditions were found for the separation of all four stereoisomers of each analyte.

Original languageEnglish
Pages (from-to)125-139
Number of pages15
JournalJournal of Chromatography A
Volume949
Issue number1-2
DOIs
Publication statusPublished - Mar 8 2002

Keywords

  • Amino acids
  • Derivatization, LC
  • Enantiomer separation
  • Nitrophenoxycarbonylphenylalanine methoxyethyl ester

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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