High-Performance liquid chromatographic separation of enantiomers of unusual amino acids possessing cycloalkane or cycloalkene skeletons on a chiral crown ether containing stationary phase

G. Török, A. Péter, F. Fülöp

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Direct reversed-phase high-performance liquid chromatographic methods were developed for the separation and identification of the enantiomers of mono- and bicyclic racemic β-amino acids:cis- and trans-2-aminocyclopentane-1-carboxylic acids, cis- and trans-2-aminocyclohexane-1-carboxylic acids, cis- and trans-2-amino-4-cyclohexene-1-carboxylic acids, diendo- and diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acids and diendo- and diexo-3-amino-5-bicyclo[2.2.1]heptene-2-carboxylic acids. Enantioseparation was carried out by the application of a chiral stationary phase, Crownpak CR(+). The conditions of separation were optimized by changing the temperature, the flow rate and the pH of the mobile phase.

Original languageEnglish
Pages (from-to)20-26
Number of pages7
JournalChromatographia
Volume48
Issue number1-2
DOIs
Publication statusPublished - Jul 1998

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Cycloparaffins
Crown Ethers
Enantiomers
Carboxylic Acids
Skeleton
Amino Acids
Liquids
Heptanes
Flow rate
Temperature

Keywords

  • Column liquid chromatography
  • Crownpak CR(+) Column
  • Cyclic β-Amino Acids

ASJC Scopus subject areas

  • Analytical Chemistry
  • Clinical Biochemistry

Cite this

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title = "High-Performance liquid chromatographic separation of enantiomers of unusual amino acids possessing cycloalkane or cycloalkene skeletons on a chiral crown ether containing stationary phase",
abstract = "Direct reversed-phase high-performance liquid chromatographic methods were developed for the separation and identification of the enantiomers of mono- and bicyclic racemic β-amino acids:cis- and trans-2-aminocyclopentane-1-carboxylic acids, cis- and trans-2-aminocyclohexane-1-carboxylic acids, cis- and trans-2-amino-4-cyclohexene-1-carboxylic acids, diendo- and diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acids and diendo- and diexo-3-amino-5-bicyclo[2.2.1]heptene-2-carboxylic acids. Enantioseparation was carried out by the application of a chiral stationary phase, Crownpak CR(+). The conditions of separation were optimized by changing the temperature, the flow rate and the pH of the mobile phase.",
keywords = "Column liquid chromatography, Crownpak CR(+) Column, Cyclic β-Amino Acids",
author = "G. T{\"o}r{\"o}k and A. P{\'e}ter and F. F{\"u}l{\"o}p",
year = "1998",
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TY - JOUR

T1 - High-Performance liquid chromatographic separation of enantiomers of unusual amino acids possessing cycloalkane or cycloalkene skeletons on a chiral crown ether containing stationary phase

AU - Török, G.

AU - Péter, A.

AU - Fülöp, F.

PY - 1998/7

Y1 - 1998/7

N2 - Direct reversed-phase high-performance liquid chromatographic methods were developed for the separation and identification of the enantiomers of mono- and bicyclic racemic β-amino acids:cis- and trans-2-aminocyclopentane-1-carboxylic acids, cis- and trans-2-aminocyclohexane-1-carboxylic acids, cis- and trans-2-amino-4-cyclohexene-1-carboxylic acids, diendo- and diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acids and diendo- and diexo-3-amino-5-bicyclo[2.2.1]heptene-2-carboxylic acids. Enantioseparation was carried out by the application of a chiral stationary phase, Crownpak CR(+). The conditions of separation were optimized by changing the temperature, the flow rate and the pH of the mobile phase.

AB - Direct reversed-phase high-performance liquid chromatographic methods were developed for the separation and identification of the enantiomers of mono- and bicyclic racemic β-amino acids:cis- and trans-2-aminocyclopentane-1-carboxylic acids, cis- and trans-2-aminocyclohexane-1-carboxylic acids, cis- and trans-2-amino-4-cyclohexene-1-carboxylic acids, diendo- and diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acids and diendo- and diexo-3-amino-5-bicyclo[2.2.1]heptene-2-carboxylic acids. Enantioseparation was carried out by the application of a chiral stationary phase, Crownpak CR(+). The conditions of separation were optimized by changing the temperature, the flow rate and the pH of the mobile phase.

KW - Column liquid chromatography

KW - Crownpak CR(+) Column

KW - Cyclic β-Amino Acids

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U2 - 10.1007/BF02467510

DO - 10.1007/BF02467510

M3 - Article

VL - 48

SP - 20

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JO - Chromatographia

JF - Chromatographia

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