High-performance liquid chromatographic enantioseparation of 2-aminomono- and dihydroxycyclopentanecarboxylic and 2-aminodihydroxycyclohexanecarboxylic acids on macrocyclic glycopeptide-based phases

Róbert Berkecz, István Ilisz, Gabriella Benedek, Ferenc Fülöp, Daniel W. Armstrong, Antal Péter

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The direct separation of the enantiomers of four 2-aminomono- or dihydroxycyclopentanecarboxylic acids and four 2-aminodihydroxycyclohexanecarboxylic acids was performed on chiral stationary phases containing macrocyclic glycopeptide antibiotics such as teicoplanin (Astec Chirobiotic T and T2), teicoplanin aglycone (Chirobiotic TAG) or ristocetin A (Chirobiotic R) as chiral selectors. The effects of the nature of organic modifiers, the pH, the mobile phase composition and the structures of the analytes on the separation were investigated. Chirobiotic TAG, and in some cases Chirobiotic T, proved to be the most useful of these columns. The elution sequence was determined in most cases.

Original languageEnglish
Pages (from-to)927-932
Number of pages6
JournalJournal of Chromatography A
Volume1216
Issue number6
DOIs
Publication statusPublished - Feb 6 2009

Keywords

  • 2-Aminodihydroxycyclohexanecarboxylic acids
  • 2-Aminodihydroxycyclopentanecarboxylic acids
  • 2-Aminomonohydroxycyclopentanecarboxylic acids
  • Chirobiotic columns
  • Column liquid chromatography
  • Macrocyclic glycopeptide-based chiral stationary phases

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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