Chiral analysis of helquats by capillary electrophoresis: Resolution of helical N-heteroaromatic dications using randomly sulfated cyclodextrins

Koval, D. and Severa, L. and Adriaenssens, L. and Vávra, J. and Teplý, F. and Kaši�ka, V. (2011) Chiral analysis of helquats by capillary electrophoresis: Resolution of helical N-heteroaromatic dications using randomly sulfated cyclodextrins. Electrophoresis, 32 (19). pp. 2683-2692. ISSN 01730835

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Abstract

Enantiomers of helical N-heteroaromatic dications, helquats, were separated by CE. An acidic 22/35mM sodium/phosphate background electrolyte, pH 2.4, with addition of randomly sulfated α-, β- and γ- cyclodextrins allowed enantioresolution of a series of helquats, which comprised 5, 6 and 7 fused rings participating in the helical backbone. In general, at least one of the chiral selectors was found to provide baseline separation for 22 out of 24 helquats and partial separation for the remaining two. Individually, the sulfated γ-cyclodextrin turned out to separate 79 of the helquats, followed by the β- and α-congeners with 54 and 42 of the resolved compounds, respectively. Migration order of enantiomers was inspected for selected helquats and a relation of molecular size of the analytes to a cavity of the cyclodextrin selectors is discussed. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Additional Information:cited By 19 The final published version of this article can be accessed online at: https://onlinelibrary.wiley.com/doi/abs/10.1002/elps.201100173 Copyright © 2011 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
Keywords:alpha cyclodextrin derivative, aromatic compound, beta cyclodextrin derivative, cyclodextrin derivative, gamma cyclodextrin derivative, helquat derivative, n heteroaromatic dication, sodium dihydrogen phosphate, unclassified drug, acidity, article, capillary electrophoresis, chemical structure, controlled study, enantiomer, molecular size, pH, Cyclodextrins, Electrophoresis, Capillary, Polycyclic Compounds, Stereoisomerism, Sulfates, Viologens
Subjects:F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
ID Code:22739
Deposited On:25 Jul 2018 10:33

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