title: Direct and indirect high-performance liquid chromatographic enantioseparation of beta-amino acids.
abstract: Direct and indirect reversed-phase (RP) high-performance liquid chromatographic methods were developed for the separation of enantiomers of 18 unnatural beta-amino acids, including several beta-3-homo amino acids. The direct separations of the underivatized analytes were performed on chiral stationary phases (CSPs) containing macrocyclic glycopeptide antibiotic teicoplanin (Chirobiotic T column) and teicoplanin aglycone (Chirobiotic TAG column). The indirect method involved pre-column derivatization with a new chiral derivatizing agent (CDA), (S)-N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester ((S)-NIFE), and subsequent separation of diastereomers on Discovery C18 and Hyperpep 300 C18 columns. The different methods were compared in systematic chromatographic examinations. The effects of organic modifier, mobile phase composition, pH and flow rate on the separation were investigated.
authors.affiliation: Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary. apeter@chem.u-szeged.hu
authors.forename: Antal
authors.initials: A
authors.lastname: Péter
authors.forename: Anita
authors.initials: A
authors.lastname: Arki
authors.forename: Erika
authors.initials: E
authors.lastname: Vékes
authors.forename: Dirk
authors.initials: D
authors.lastname: Tourwé
authors.forename: László
authors.initials: L
authors.lastname: Lázár
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
authors.forename: Daniel W
authors.initials: DW
authors.lastname: Armstrong
mesh_terms: D000596:Amino Acids / Q000302:isolation & purification*; D000900:Anti-Bacterial Agents / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D013237:Stereoisomerism; D017334:Teicoplanin / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D017334:Teicoplanin