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Enantioseparation by MEKC using a ligand exchange‐based chiral pseudostationary phase
Author(s) -
Zaher Mustapha,
Ravelet Corinne,
Vanhaverbeke Cecile,
Baussanne Isabelle,
Perrier Sandrine,
Fize Jennifer,
Décout JeanLuc,
Peyrin Eric
Publication year - 2009
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/elps.200800832
Subject(s) - chemistry , enantiomer , ligand (biochemistry) , derivative (finance) , micelle , analyte , tryptophan , pulmonary surfactant , combinatorial chemistry , chromatography , stereochemistry , aqueous solution , organic chemistry , amino acid , biochemistry , receptor , financial economics , economics
In this paper, a new ligand‐exchange ‐MEKC mode, based on the design of a unique lipohilic species (4′‐octadecylneamine derivative), which served both as micelle‐forming surfactant (by its hydrophobic part) and central ion‐complexing ligand (by its hydrophilic part) is described. The CMC of the used lipophilic neamine derivative was first determined by surface tension measurements. Subsequent NMR experiments were performed in order to investigate the Cu(II) binding properties of the neamine micellar phase. The enantioseparation properties of both the octadecylneamine derivative‐Cu(II) MEKC and the native neamine‐Cu(II) CE systems were evaluated and compared using the tryptophan racemate as a probe analyte. The effects of several different electrophoretic conditions on the enantiomer migration behavior in the ligand‐exchange‐MEKC mode were examined. The developed methodology was also applied to the enantioseparation of other analytes such as 1‐methyl‐tryptophan, 3,5‐diiodo‐tyrosine and 1‐naphtyl‐alanine.