Application of a new chiral derivatizing agent to the enantioseparation of secondary amino acids

Antal Péter, Erika Vékes, Géza Tóth, Dirk Tourwé, Frans Borremans

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

A new chiral derivatizing agent, (S)-N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester, (S)-NIFE, was applied for the high-performance liquid chromatographic separation of enantiomers of 19 unnatural secondary amino acids: proline, pipecolic acid analogues, piperazine-2-carboxylic acid, morpholine-3-carboxylic acid, thiomorpholine-3-carboxylic acid and analogues containing the 1,2,3,4-tetrahydroisoquinoline, 1,2,3,4-tetrahydronorharmane, 1,2,3,4-tetrahydro-2-carboline and 2-benzazepine skeletons. Excellent resolutions were achieved for most of the investigated compounds by using a reversed-phase mobile phase system. The conditions of separation were optimized by variation of the mobile phase composition.

Original languageEnglish
Pages (from-to)283-294
Number of pages12
JournalJournal of Chromatography A
Volume948
Issue number1-2
DOIs
Publication statusPublished - Mar 1 2002

Keywords

  • Amino acids
  • Derivatization, LC
  • Enantiomer separation
  • Imino acids
  • Mobile phase composition
  • Nitrophenoxycarbonylphenylalanine methoxyethyl ester

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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