Chiral capillary electrophoresis and nuclear magnetic resonance investigation on the structure-enantioselectivity relationship in synthetic cyclopeptides as chiral selectors.
In the present work, synthetic cyclohexa- and cycloheptapeptides previously singled out by a combinatorial chemistry approach have been evaluated as chiral selectors in capillary electrophoresis. By applying the countercurrent migration technique and employing a new adsorbed coating, a series of dinitrophenyl amino acids as well as some chiral compounds of pharmaceutical interest have been evaluated for enantiorecognition. The results thus obtained led to a deeper investigation of the chiral discrimination process, by carrying out nuclear magnetic resonance (NMR) studies on selected cyclopeptide-analyte complexes. These studies shed light on the chemical groups involved in the analyte-selector interaction and provided useful information for a wider application of these cyclopeptides in the separation of other drug enantiomers.
De Lorenzi
E
E
Department of Pharmaceutical Chemistry, University of Pavia, Italy. ersidelo@unipv.it
Massolini
G
G
Molinari
P
P
Galbusera
C
C
Longhi
R
R
Marinzi
C
C
Consonni
R
R
Chiari
M
M
D019075:Electrophoresis, Capillary / Q000379:methods; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D010455:Peptides / Q000032:analysis / Q000737:chemistry*; D013329:Structure-Activity Relationship
D010455:Peptides