Direct and indirect high-performance liquid chromatographic enantioseparation of β-amino acids

A. Péter, Anita Árki, E. Vékes, Dirk Tourwé, L. Lázár, F. Fülöp, Daniel W. Armstrong

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

Direct and indirect reversed-phase (RP) high-performance liquid chromatographic methods were developed for the separation of enantiomers of 18 unnatural β-amino acids, including several β-3-homo amino acids. The direct separations of the underivatized analytes were performed on chiral stationary phases (CSPs) containing macrocyclic glycopeptide antibiotic teicoplanin (Chirobiotic T column) and teicoplanin aglycone (Chirobiotic TAG column). The indirect method involved pre-column derivatization with a new chiral derivatizing agent (CDA), (S)-N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester ((S)-NIFE), and subsequent separation of diastereomers on Discovery C18 and Hyperpep 300 C18 columns. The different methods were compared in systematic chromatographic examinations. The effects of organic modifier, mobile phase composition, pH and flow rate on the separation were investigated.

Original languageEnglish
Pages (from-to)171-178
Number of pages8
JournalJournal of Chromatography A
Volume1031
Issue number1-2
DOIs
Publication statusPublished - Mar 26 2004

Fingerprint

Amino Acids
Liquids
Teicoplanin
Glycopeptides
Enantiomers
Phase composition
Anti-Bacterial Agents
Flow rate
chirobiotic T
teicoplanin aglycone
N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester

Keywords

  • Amino acids
  • Derivatization, LC
  • Enantiomer separation
  • Nitrophenoxycarbonyl phenylalanine methoxyethyl ester
  • Stationary phases, LC

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

Direct and indirect high-performance liquid chromatographic enantioseparation of β-amino acids. / Péter, A.; Árki, Anita; Vékes, E.; Tourwé, Dirk; Lázár, L.; Fülöp, F.; Armstrong, Daniel W.

In: Journal of Chromatography A, Vol. 1031, No. 1-2, 26.03.2004, p. 171-178.

Research output: Contribution to journalArticle

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AU - Armstrong, Daniel W.

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