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Chiral capillary electrophoresis and nuclear magnetic resonance investigation on the structure‐enantioselectivity relationship in synthetic cyclopeptides as chiral selectors
Author(s) -
De Lorenzi Ersilia,
Massolini Gabriella,
Molinari Paolo,
Galbusera Chiara,
Longhi Renato,
Marinzi Chiara,
Consonni Roberto,
Chiari Marcella
Publication year - 2001
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/1522-2683(200105)22:7<1373::aid-elps1373>3.0.co;2-o
Subject(s) - capillary electrophoresis , analyte , enantiomer , chemistry , combinatorial chemistry , chromatography , organic chemistry
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.