Chiral capillary electrophoresis and nuclear magnetic resonance investigation on the structure-enantioselectivity relationship in synthetic cyclopeptides as chiral selectors

Citation
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
Citations number
21
Categorie Soggetti
Chemistry & Analysis
Journal title
ELECTROPHORESIS
ISSN journal
01730835 → ACNP
Volume
22
Issue
7
Year of publication
2001
Pages
1373 - 1384
Database
ISI
SICI code
0173-0835(200104)22:7<1373:CCEANM>2.0.ZU;2-4
Abstract
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.