title: Chiral capillary electrophoresis and nuclear magnetic resonance investigation on the structure-enantioselectivity relationship in synthetic cyclopeptides as chiral selectors.
abstract: 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.
authors.affiliation: Department of Pharmaceutical Chemistry, University of Pavia, Italy. ersidelo@unipv.it
authors.forename: E
authors.initials: E
authors.lastname: De Lorenzi
authors.forename: G
authors.initials: G
authors.lastname: Massolini
authors.forename: P
authors.initials: P
authors.lastname: Molinari
authors.forename: C
authors.initials: C
authors.lastname: Galbusera
authors.forename: R
authors.initials: R
authors.lastname: Longhi
authors.forename: C
authors.initials: C
authors.lastname: Marinzi
authors.forename: R
authors.initials: R
authors.lastname: Consonni
authors.forename: M
authors.initials: M
authors.lastname: Chiari
mesh_terms: D019075:Electrophoresis, Capillary / Q000379:methods; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D010455:Peptides / Q000032:analysis / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D010455:Peptides