Chiral capillary electrophoresis and nuclear magnetic resonance investigation on the structure-enantioselectivity relationship in synthetic cyclopeptides as chiral selectors
E. De Lorenzi et al., Chiral capillary electrophoresis and nuclear magnetic resonance investigation on the structure-enantioselectivity relationship in synthetic cyclopeptides as chiral selectors, ELECTROPHOR, 22(7), 2001, pp. 1373-1384
In the present work, synthetic cyclohexa- and cycloheptapeptides previously
singled out by a combinatorial chemistry approach have been evaluated as c
hiral selectors in capillary electrophoresis. By applying the countercurren
t migration technique and employing a new adsorbed coating, a series of din
itrophenyl amino acids as well as some chiral compounds of pharmaceutical i
nterest have been evaluated for enantio-recognition. The results thus obtai
ned led to a deeper investigation of the chiral discrimination process, by
carrying out nuclear magnetic resonance (NMR) studies on selected cyclopept
ide-analyte complexes. These studies shed light on the chemical groups invo
lved in the analyte-selector interaction and provided useful information fo
r a wider application of these cyclopeptides in the separation of other dru
g enantiomers.