3-Amino derivative of beta-cyclodextrin: thermodynamics of copper(II) complexes and exploitation of its enantioselectivity in the separation of amino acid racemates by ligand exchange capillary electrophoresis.
The systems that the 3-amino derivative of beta-cyclodextrin (CD3NH2) forms with the proton, the copper(II) ion and each of the enantiomers of certain amino acids (alanine, phenylalanine, tyrosine and tryptophan) were investigated. The enantioselectivity shown by the potentiometric measurements carried out on the phenylalanine ternary systems was exploited in capillary electrophoresis by ligand exchange capillary electrophoresis (LECE) to obtain the separation of phenylalanine racemate. The tyrosine racemate was also separated by LECE. The comparison between thermodynamic and capillary electrophoresis (CE) results is discussed, in order to get a better insight into the separation mechanism.
Cucinotta
Vincenzo
V
Dipartimento di Scienze Chimiche, University of Catania, V.le A. Doria 6, Catania 95125, Italy. ecucinotta@dipchi.unict.it
Giuffrida
Alessandro
A
La Mendola
Diego
D
Maccarrone
Giuseppe
G
Puglisi
Antonino
A
Rizzarelli
Enrico
E
Vecchio
Graziella
G
D000596:Amino Acids / Q000302:isolation & purification*; D003300:Copper / Q000737:chemistry*; D003505:Cyclodextrins / Q000737:chemistry*; D019075:Electrophoresis, Capillary; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D011199:Potentiometry; D013237:Stereoisomerism; D013816:Thermodynamics; D047392:beta-Cyclodextrins
D000596:Amino Acids; D003505:Cyclodextrins; D008024:Ligands; D047392:beta-Cyclodextrins; D003300:Copper; C031215:betadex