CEQUINOR   05415
CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Unidad Ejecutora - UE
artículos
Título:
Enantioseparation of a-amino acids by means of Cinchona alkaloids as selectors in chiral ligand exchange chromatography
Autor/es:
KEUNCHKARIAN, S.; FRANCA, C.; GAGLIARDI, L. G; CASTELLS, C. B.
Revista:
JOURNAL OF CHROMATOGRAPHY - A
Editorial:
ELSEVIER SCIENCE BV
Referencias:
Lugar: Amsterdam; Año: 2013 vol. 1298 p. 103 - 103
ISSN:
0021-9673
Resumen:
A conventional nonchiral column was used for the enantioseparation of several racemic a-amino acids (native  and derivatized) through the use of Cinchona alkaloids as chiral selectors along with Cu(II) ions in chiral  ligand-exchange chromatography. The mobile phase composition (i.e., the organic modifier content and pH)  was studied in order to modulate retention and enantioselectivity. Good enantioseparation of many amino acids was obtained using equimolar amounts of Cu(II) and either cinchonidine, quinine or quinidine as chiral selectors in the mobile phase. The molecular geometry of the diastereomeric complexes formed was modeled and energetic differences between both compounds were calculated by methods  based  on  semi-empirical force-field. Good correlations were obtained between experimental enantioselectivity  factors and calculated energetic differences.