Direct high-performance liquid chromatographic enantioseparation of apolar beta-amino acids on a quinine-derived chiral anion-exchanger stationary phase.
A quinine-derived chiral anion-exchanger stationary phase was applied for the direct high-performance liquid chromatographic separation of the enantiomers of N-protected unusual beta-amino acids, i.e. 3-aminobutanoic acid, 3-aminopentanoic acid, 3-amino-4-methylpentanoic acid, 3-amino-4,4-dimethylpentanoic acid, 3-amino-4-methylhexanoic acid, 3-amino-4-ethylhexanoic acid, 3-amino-3-cyclohexylpropanoic acid, 3-amino-3-(3-cyclohexen-1-yl)propanoic acid and 3-amino-3-phenylpropanoic acid. The readily prepared N-2,4-dinitrophenyl derivatives were well separable, with good efficiency and high resolution. The chromatographic conditions (eluent composition, pH and buffer concentration) were varied to achieve optimal separation. In some cases, the elution sequences of the enantiomers of the derivatives were determined.
Péter
Antal
A
Department of Inorganic and Analytical Chemistry, University of Szeged, Hungary. apeter@chem.u-szeged.hu
D000596:Amino Acids / Q000302:isolation & purification*; D000837:Anion Exchange Resins; D002021:Buffers; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D002852:Chromatography, Ion Exchange / Q000295:instrumentation*; D011803:Quinine / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D000837:Anion Exchange Resins; D002021:Buffers; D011803:Quinine