Chiral Nafion membranes prepared by strong electrostatic binding of multiply positively charged β-cyclodextrin derivatives for tryptophan racemic mixtures’ separation

2021 ◽  
Vol 27 ◽  
pp. 102234 ◽  
Author(s):  
Petr Kasal ◽  
Marine Michel ◽  
Jana Gaálová ◽  
Petra Cuřínová ◽  
Pavel Izák ◽  
...  
Keyword(s):  
Cyclodextrin Derivatives ◽  
Racemic Mixtures ◽  
Electrostatic Binding ◽  
Nafion Membranes ◽  
Positively Charged

scholarly journals Single Isomer N-Heterocyclic Cyclodextrin Derivatives as Chiral Selectors in Capillary Electrophoresis

Molecules ◽  
2021 ◽  
Vol 26 (17) ◽  
pp. 5271
Author(s):  
Ida Fejős ◽  
Eszter Kalydi ◽  
Edit Luca Kukk ◽  
Mimimorena Seggio ◽  
Milo Malanga ◽  
...  
Keyword(s):  
Chiral Recognition ◽  
Cyclodextrin Derivatives ◽  
Ph Titration ◽  
Chiral Selectors ◽  
Single Isomer ◽  
1H Nuclear Magnetic Resonance ◽  
Pka Determination ◽  
Capillary Electrophoretic ◽  
2D Roesy ◽  
Positively Charged

In order to better understand the chiral recognition mechanisms of positively charged cyclodextrin (CD) derivatives, the synthesis, the pKa determination by 1H nuclear magnetic resonance (NMR)-pH titration and a comparative chiral capillary electrophoretic (CE) study were performed with two series of mono-substituted cationic single isomer CDs. The first series of selectors were mono-(6-N-pyrrolidine-6-deoxy)-β-CD (PYR-β-CD), mono-(6-N-piperidine-6-deoxy)-β-CD (PIP-β-CD), mono-(6-N-morpholine-6-deoxy)-β-CD (MO-β-CD) and mono-(6-N-piperazine-6-deoxy)-β-CD (PIPA-β-CD), carrying a pH-adjustable moiety at the narrower rim of the cavity, while the second set represented by their quaternarized, permanently cationic counterparts: mono-(6-N-(N-methyl-pyrrolidine)-6-deoxy)-β-CD (MePYR-β-CD), mono-(6-N-(N-methyl-piperidine)-6-deoxy)-β-CD (MePIP-β-CD), mono-(6-N-(N-methyl-morpholine)-6-deoxy)-β-CD (MeMO-β-CD) and mono-(6-N-(4,4-N,N-dimethyl-piperazine)-β-CD (diMePIPA-β-CD). Based on pH-dependent and selector concentration-dependent comparative studies of these single isomer N-heterocyclic CDs presented herein, it can be concluded that all CDs could successfully be applied as chiral selectors for the enantiodiscrimination of several negatively charged and zwitterionic model racemates. The substituent-dependent enantiomer migration order reversal of dansylated-valine using PIP-β-CD contrary to PYP-β-CD, MO-β-CD and PIPA-β-CD was also studied by 1H- and 2D ROESY NMR experiments.

Cyclodextrin derivatives in the GC separation of racemic mixtures of volatile compounds, part V: Heptakis 2,6-dimethyl-3-pentyl-β-cyclodextrins

1992 ◽  
Vol 15 (11) ◽  
pp. 710-714 ◽  
Author(s):  
Carlo Bicchi ◽  
Giuseppe Artuffo ◽  
Angela D'Amato ◽  
Valeria Manzin ◽  
Anna Galli ◽  
...  
Keyword(s):  
Volatile Compounds ◽  
Cyclodextrin Derivatives ◽  
Racemic Mixtures

Nafion membranes modified by cationic cyclodextrin derivatives for enantioselective separation

2021 ◽  
pp. 118538
Author(s):  
Jana Gaálová ◽  
Marine Michel ◽  
Mahdi Bourassi ◽  
Bradley P. Ladewing ◽  
Petr Kasal ◽  
...  
Keyword(s):  
Enantioselective Separation ◽  
Cyclodextrin Derivatives ◽  
Nafion Membranes
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