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Separation of multicomponent mixtures of 2,4‐dinitrophenyl labelled amino acids and their enantiomers by capillary zone electrophoresis
Author(s) -
Mikuš Peter,
Kaniansky Dušan,
Fanali Salvatore
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(200102)22:3<470::aid-elps470>3.0.co;2-g
Subject(s) - enantiomer , chemistry , capillary electrophoresis , amino acid , beta (programming language) , cyclodextrin , chelation , beta cyclodextrins , dinitrophenyl , chromatography , stereochemistry , organic chemistry , biochemistry , antibody , computer science , immunology , biology , programming language
The use of capillary zone electrophoresis (CZE) for the separation of a group of 33 2,4‐dinitrophenyl labeled amino acids (DNP‐AA), including DNP‐AA racemates, DNP‐ L ‐AA enantiomers and achiral DNP‐AAs, was investigated. α‐, β‐ and γ‐cyclodextrins (CDs) and their derivatives (hydroxypropyl derivatives of α‐, β‐ and γ‐CDs, polymeric β‐CD and 6 A ‐methylamino‐β‐cyclodextrin (MA‐β‐CD)) served as complexing agents and chiral selectors in this investigation. Although native α‐ and γ‐CDs and their derivatives influenced the effective mobilities of the studied DNP‐AAs in different ways, they generally failed to resolve enantiomers of the individual DNP‐AAs. On the other hand, β‐CD and all of its derivatives were found to be effective in this respect. Of these, the best results were achieved with a positively charged MA‐β‐CD and this chiral selector resolved enantiomers of ten DNP‐AA racemates available for this study. However, a complete resolution of these enantiomers in one CZE run required that the effect of the chiral selector be complemented by complexing effects of polyvinyl pyrrolidone (PVP) or γ‐CD. Complexing and chiral recognition capabilities of MA‐β‐CD combined with complexing effects of γ‐CD and PVP provided separating conditions suitable for the CZE separations of multicomponent mixtures of DNP‐AAs with preserved resolutions of the enantiomers. For example, a mixture consisting of 43 DNP‐AA constituents was resolved using an MA‐β‐CD/γ‐CD combination with three peak overlaps.