Nuclear magnetic resonance to study the interactions acting in the enantiomeric separation of homocysteine by capillary electrophoresis with a dual system of γ‐cyclodextrin and the chiral ionic liquid EtCholNTf2
Autor: | María Luisa Marina, María Castro-Puyana, Antonio Salgado, Maider Greño |
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Rok vydání: | 2019 |
Předmět: | |
Zdroj: | ELECTROPHORESIS. |
ISSN: | 1522-2683 0173-0835 |
Popis: | The enantiomeric separation of 9-fluorenylmethoxycarbonyl chloride (FMOC)-homocysteine (Hcy) by CE was investigated using γ-CD and the chiral ionic liquid (R)-(1-hydroxybutan-2-yl)(trimethyl)azanium-bis(trifluoromethanesulfon)imidate (also called (R)-N,N,N-trimethyl-2-aminobutanol-bis(trifluoromethane-sulfon)imidate) (EtCholNTf2 ) as chiral selectors. Using 2 mM γ-CD and 5 mM EtCholNTf2 in 50 mM borate buffer (pH 9), FMOC-Hcy enantiomers were separated with a resolution value of 3.8. A reversal in the enantiomer migration order in comparison with the single use of γ-CD in the separation buffer was obtained. Then, NMR experiments were carried out to elucidate the interactions taking place in the enantiomeric separation of FMOC-Hcy. NMR analyses highlighted the formation of an inclusion complex since the hydrophobic group of FMOC-Hcy was inserted into the γ-CD cavity. Moreover, interactions between EtCholNTf2 and γ-CD were also observed, suggesting that the chiral ionic liquid would also enter the cavity of the γ-CD. |
Databáze: | OpenAIRE |
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