High-performance liquid chromatographic separation of unusual amino acid enantiomers derivatized with (1 S,2 S)-1,3-diacetoxy-1-(4-nitrophenyl)-2-propyl-isothiocyanate

A. Péter, M. Péter, F. Fülöp, G. Török, G. Tóth, D. Tourwé, J. Sápi

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

A new chiral derivatizing agent (CDA), (1 S,2 S)-1,3-diacetoxy-1-(4-nitrophenyl)-2-propylisothiocyanate, (S,S)-DANI, was applied to the separation of the enantiomers of unusual amino acids containing two chiral centers. Different β-methyl-α-amino acids (β-MePhe, β-MeTyr and β-MeTrp) and β-amino acids with cycloalkane skeletons (2-aminocyclopentanecarboxylic acid and 2-aminocyclohexanecarboxylic acid) were derivatized and the thiourea derivatives produced were separated by reversed-phase high-performance liquid chromatography. The applicability of this new CDA in the separation of unusual amino acids is demonstrated. The four stereoisomers of the investigated amino acids (except β-MePhe) could be separated in one chromatographic run.

Original languageEnglish
JournalChromatographia
Volume51
Issue number1
DOIs
Publication statusPublished - Jan 2000

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Enantiomers
Amino Acids
Liquids
Cycloleucine
Cycloparaffins
Thiourea
Stereoisomerism
High performance liquid chromatography
Reverse-Phase Chromatography
Skeleton
High Pressure Liquid Chromatography
4-nitrophenyl
isothiocyanic acid
Derivatives

Keywords

  • (1 S,2 S)-1,3-Diacetoxy-1-(4-nitrophenyl)-2-propyli-sothiocyanate
  • Chiral derivatization
  • Column liquid chromatography
  • Indirect separation
  • Unusual amino acids

ASJC Scopus subject areas

  • Analytical Chemistry
  • Clinical Biochemistry

Cite this

High-performance liquid chromatographic separation of unusual amino acid enantiomers derivatized with (1 S,2 S)-1,3-diacetoxy-1-(4-nitrophenyl)-2-propyl-isothiocyanate. / Péter, A.; Péter, M.; Fülöp, F.; Török, G.; Tóth, G.; Tourwé, D.; Sápi, J.

In: Chromatographia, Vol. 51, No. 1, 01.2000.

Research output: Contribution to journalArticle

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AU - Fülöp, F.

AU - Török, G.

AU - Tóth, G.

AU - Tourwé, D.

AU - Sápi, J.

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