Enantioseparation and estimation of racemization barriers of selected helquats and their derivatives by capillary electrophoresis using sulfated cyclodextrins as chiral selectors

0498017 - ÚOCHB 2019 RIV CZ eng C - Conference Paper (international conference)
Sázelová, Petra - Koval, Dušan - Severa, Lukáš - Reyes Gutierrez, Paul Eduardo - Jirásek, Michael - Teplý, Filip - Kašička, Václav
Enantioseparation and estimation of racemization barriers of selected helquats and their derivatives by capillary electrophoresis using sulfated cyclodextrins as chiral selectors.
CECE 2018. 15th International Interdisciplinary Meeting on Bioanalysis. Brno: Ústav analytické chemie AV ČR, v. v. i., 2018 - (Foret, F.; Křenková, J.; Drobníková, I.; Klepárník, K.; Přikryl, J.), s. 264-267. ISBN 978-80-904959-5-1.
[CECE 2018. International Interdisciplinary Meeting on Bioanalysis /15./. Brno (CZ), 15.10.2018-17.10.2018]
R&D Projects: GA ČR(CZ) GA17-10832S; GA ČR(CZ) GA18-02597S
Institutional support: RVO:61388963
Keywords : helquats * racemization barrier * capillary electrophoresis
OECD category: Analytical chemistry
http://www.ce-ce.org/user_uploads/program/CECE%202018%20Proceedings_WOS.pdf

Anionic highly sulfated β- and γ-cyclodextrins (S-CDs) and single-isomer heptakis-(2,3-diacetyl-6-sulfato)-β-CD (14Ac-7S-β-CD) were used for chiral separation of [5], [6] and [7]-ring helquats and helquat styryl dyes by capillary electrophoresis (CE) in the background electrolyte composed of 22 mM NaOH/35 mM H3PO4, pH 2.4. The CE method was applied for monitoring of racemization of eight helquats and helical dyes. Rate constant k of conversion, half-life T1/2 of racemization, and activation Gibbs free energy ΔGǂ of interconversion of one enantiomer into the other were calculated from the dependence of natural logarithm of enantiomeric excess (ee) on time using linear regression analysis.
Permanent Link: http://hdl.handle.net/11104/0291134