Comparison of separation efficiency of macrocyclic glycopeptide-based chiral stationary phases for the LC enantioseparation of β-amino acids

A. Sztojkov-Ivanov, L. Lázár, F. Fülöp, D. W. Armstrong, A. Péter

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Direct reversed-phase high-performance liquid chromatographic methods were developed for the separation of enantiomers of eighteen unnatural β-amino acids, including several β-3-homo-amino acids. The direct separations of the underivatized analytes were performed on chiral stationary phases containing macrocyclic glycopeptide antibiotics such as teicoplanin (Chirobiotic T and T2), teicoplanin aglycone (Chirobiotic TAG), vancomycin (Chirobiotic V and V2), and ristocetin A (Chirobiotic R) as chiral selectors. The effects of the organic modifier, mobile phase composition and pH on the separations were investigated. A comparison of the separation performances of the macrocyclic glycopeptide stationary phases revealed that the Chirobiotic T2 column exhibited better selectivity than the Chirobiotic T column for the separation of β-3-homo-amino acid enantiomers; vancomycin or ristocetin A exhibited lower selectivity. The elution sequence was determined in some cases: the S enantiomers eluted before the R enantiomers, with the exception of the Chirobiotic R column, where the elution sequence R <S was observed.

Original languageEnglish
Pages (from-to)89-94
Number of pages6
JournalChromatographia
Volume64
Issue number1-2
DOIs
Publication statusPublished - Jul 2006

Fingerprint

Glycopeptides
Enantiomers
Vancomycin
Amino Acids
Teicoplanin
Anti-Bacterial Agents
Phase composition
Liquids
ristocetin A
chirobiotic T

Keywords

  • β-Amino acids
  • Chirobiotic columns
  • Column liquid chromatography
  • Macrocyclic glycopeptide-based chiral stationary phases

ASJC Scopus subject areas

  • Analytical Chemistry
  • Clinical Biochemistry

Cite this

Comparison of separation efficiency of macrocyclic glycopeptide-based chiral stationary phases for the LC enantioseparation of β-amino acids. / Sztojkov-Ivanov, A.; Lázár, L.; Fülöp, F.; Armstrong, D. W.; Péter, A.

In: Chromatographia, Vol. 64, No. 1-2, 07.2006, p. 89-94.

Research output: Contribution to journalArticle

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