Comparison of performance of Chirobiotic T, T2 and TAG columns in the separation of β2-and β3-homoamino acids

Zoltán Pataj, István Ilisz, Robert Berkecz, Aleksandra Misicka, Dagmara Tymecka, Ferenc Fülöp, Daniel W. Armstrong, Antal Péter

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

The enantiomers of eight unusual β2-and β3-homoamino acids were separated on chiral stationary phases containing the macrocyclic glycopeptide antibiotic teicoplanin (Chirobiotic T or T2) or teicoplanin aglycone (Chirobiotic TAG) as chiral selectors. The effects of the organic modifier, the mobile phase composition, and temperature on the separations were investigated. Linear van't Hoff plots were observed in the studied temperature range, 280-318 K, and the changes in enthalpy, δ (δH°), entropy, δ (δS°), and free energy, δ (δG°) were calculated. The values of the thermodynamic parameters depended on the nature of the selectors, the structures of the analytes, and especially the positions of the substituents on the analytes. A comparison of the separation performances of the macrocyclic glycopeptide stationary phases revealed that the Chirobiotic TAG column exhibited much better selectivity for β2-homoamino acids, while the separation of β3- homoamino acid enantiomers was better on Chirobiotic T or T2. The elution sequence was determined in some cases and was observed to be R < S.

Original languageEnglish
Pages (from-to)3688-3697
Number of pages10
JournalJournal of separation science
Volume31
Issue number21
DOIs
Publication statusPublished - Dec 1 2008

Keywords

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

ASJC Scopus subject areas

  • Analytical Chemistry
  • Filtration and Separation

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