title: High-performance liquid chromatographic enantioseparation of amino compounds on newly developed cyclofructan-based chiral stationary phases.
abstract: Direct separation of the enantiomers of amino acid amines, amino alcohols, and diamines was performed on recently developed chiral stationary phases containing isopropyl carbamate-cyclofructan 6 (IP-CF6), (R)-naphthylethylcarbamate cyclofructan 6 (RN-CF6), or dimethylphenylcarbamate cyclofructan 7 (DMP-CF7) as chiral selectors, using n-hexane/alcohol/TFA as mobile phase. The effects of the mobile phase composition, the nature and concentrations of the alcoholic and acidic modifiers, and the structures of the analytes on the retention and resolution were investigated. In some cases, separations were carried out at constant mobile phase composition in the temperature range 5-40 °C. Thermodynamic parameters and T(iso) values were calculated from plots of lnk versus 1/T. It was found that the enantioseparations were enthalpy driven. The sequences of elution of the stereoisomers were determined but no general rule could be established.
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, Hungary.
authors.forename: Anita
authors.initials: A
authors.lastname: Aranyi
authors.forename: Ágnes
authors.initials: Á
authors.lastname: Bagi
authors.forename: István
authors.initials: I
authors.lastname: Ilisz
authors.forename: Zoltán
authors.initials: Z
authors.lastname: Pataj
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
authors.forename: Daniel W
authors.initials: DW
authors.lastname: Armstrong
authors.forename: Antal
authors.initials: A
authors.lastname: Péter
mesh_terms: D000327:Adsorption; D000588:Amines / Q000737:chemistry* / Q000302:isolation & purification; D000596:Amino Acids / Q000737:chemistry* / Q000302:isolation & purification; D000605:Amino Alcohols; D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation / Q000379:methods*; D005630:Fructans / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D000596:Amino Acids; D000605:Amino Alcohols; D005630:Fructans; C557358:cyclofructan 6