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Global Journal of Analytical Chemistry. Volume 1, Issue 3 (2010) pp. 233-243
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Review Article
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Ergot alkaloids as chiral selectors in capillary electrophoresis and other electromigration methods
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Sinibaldi Massimoa, Messina Antonellab, Stodulková Evac, Miroslav Fliegerc,*
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a Istituto di Metodologie Chimiche, CNR - Sezione Meccanismi di reazione, c/o Department of Chemistry, University of Roma “La Sapienza, P.le Aldo Moro 5, I-00185 Rome, Italy
b Department of Chemistry, University of Rome “La Sapienza”, P.le Aldo Moro 5,
I-00185Rome, Italy
c Institute of Microbiology, Academy of Sciences of the Czech Republic v.v.i., Vídenská 1083,
14220 Prague 4, Czech Republic
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Abstract |
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This review surveys the accomplishments in enantioseparations by capillary electrophoresis and other electromigration methods obtained using the semisynthetic ergot alkaloid derivative - terguride and its analogues as the chiral selectors. These selectors exhibited a marked discrimination towards carboxylic groups containing compounds under specific experimental conditions (BGE or buffer pH, % of organic modifier in the mobile phase) that enhanced stereoselective interactions of the selectant with basic functions of the ergoline skeleton. Substituents in N(1) and urea side chain of terguride affected the discriminative process. The versatility of terguride derivatives to be used as the chiral selectors was demonstrated in three different electromigration formats, i.e. dissolved in BGE in the partial filling – counter current mode, on continuous beds (polymethacrylate and sol-gel based monoliths) and in open-tubular format. These techniques were also used successfully for systematic studies on stereoselective biotrasformations of amino acids in biological fluids or herbicides in soil.
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Keywords |
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Capillary electrophoresis; Capillary electrochromatography; Chiral analysis; Ergot alkaloids
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