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High-performance liquid chromatographic separation of unusual amino acid enantiomers derivatized with (1S,2S)-1,3-diacetoxy-1-(4-nitrophenyl)-2-propyl-isothiocyanate |
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| Authors: | A Péter M Péter F Fülöp G Török G Tóth D Tourwé J Sápi |
| Institution: | 1. Department of Inorganic and Analytical Chemistry, Attila József University, Dóm tér 7, 6720, Szeged, Hungary 2. Institute of Pharmaceutical Chemistry, Albert Szent-Gy?rgyi Medical University, E?tv?s utca 6, 6720, Szeged, Hungary 3. Institute of Biochemistry, Biological Research Center, Temesvári krt. 62, 6725, Szeged, Hungary 4. Eenheid Organische Chemie, Vrije Universiteit Brussel, Pleinlaan 2, 1050, Brussels, Belgium 5. Faculté de Pharmacie, Université de Reims-Champagne-Ardenne, 51, rue Cognacq-Jay, 51096, Reims Cedex, France |
| Abstract: | Summary A new chiral derivatizing agent (CDA), (1S,2S)-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. Presented at Balaton Symposium on High Performance Separation Methods, Siófok, Hungary, September 1–3, 1999 |
| Keywords: | Column liquid chromatography Indirect separation Chiral derivatization Unusual amino acids (1S 2S)-1 3-Diacetoxy-1-(4-nitrophenyl)-2-propyli-sothiocyanate |
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