Evaluation of the enantiomeric selectivity in the chiral ligand-exchange chromatography of amino acids by a computational model

Benedetto Natalini; Maura Marinozzi; Roccaldo Sardella; Antonio Macchiarulo; Roberto Pellicciari

doi:10.1016/j.chroma.2004.01.054

Evaluation of the enantiomeric selectivity in the chiral ligand-exchange chromatography of amino acids by a computational model

J Chromatogr A. 2004 Apr 16;1033(2):363-7. doi: 10.1016/j.chroma.2004.01.054.

Authors

Benedetto Natalini¹, Maura Marinozzi, Roccaldo Sardella, Antonio Macchiarulo, Roberto Pellicciari

Affiliation

¹ Dipartimento di Chimica e Tecnologia del Farmaco, Università degli Studi di Perugia, Via del Liceo 1, 06123 Perugia, Italy. [email protected]

PMID: 15088759
DOI: 10.1016/j.chroma.2004.01.054

Abstract

The chromatographic resolution of enantiomeric amino acids is accomplished on a reversed phase column using aqueous mobile phase containing the chiral reagent N,N-dimethyl-S-phenylalanine-Cu(II). The separation is a result of the whole interaction between the diastereomeric complex surface and the mixed stationary phase realized by the dynamic coating of the RP-18 carbon chains layer. The elution order seems to be related to the different water coordination capability on copper ion in the formation of the mixed ternary complexes.

Publication types

Evaluation Study
Research Support, Non-U.S. Gov't

MeSH terms

Amino Acids / analysis*
Chromatography, Ion Exchange / methods*
Ligands
Models, Molecular*
Stereoisomerism

Substances

Amino Acids
Ligands