Enantioseparation by HPLC of imino acids on macrocyclic glycopeptide stationary phases and as their (S)-N-(4-nitrophenoxycarbonyl)-phenylalanine methoxyethyl ester derivatives

A. Péter, E. Vékes, D. W. Armstrong, D. Tourwé

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The direct and indirect separation of enantiomers of secondary amino acids was studied by high-performance liquid chromatography. Direct separation was by using a macrocyclic glycopeptide, teicoplanin or ristocetin A, as chiral stationary phase. Indirect separation was via pre-column derivatization with (S)-N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester [(S)-NIFE] as a new chiral derivatizing agent. Both direct and indirect separations were performed by means of reversed-phase HPLC. Conditions for separations were optimized. The methods described offer good enantioselectivity for synthetic chiral imino acids.

Original languageEnglish
Pages (from-to)S41-S47
JournalChromatographia
Volume56
Issue numberSUPPL.
DOIs
Publication statusPublished - 2002

Keywords

  • (S)-N-(4-Nitrophenoxycarbonyl)phenylalanine methoxyethyl ester, (S)-NIFE
  • Chirobiotic T and Chirabiotic R columns
  • Column liquid chromatrography
  • Imino acids
  • Macrocyclic glycopeptides

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Clinical Biochemistry
  • Organic Chemistry

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