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Antagonists of the P2X7 receptor: Mechanism ...
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Type de document :
Article dans une revue scientifique
DOI :
10.1002/elps.201400113
PMID :
24854176
URL permanente :
http://hdl.handle.net/20.500.12210/11251
Titre :
Antagonists of the P2X7 receptor: Mechanism of enantioselective recognition using highly sulfated and sulfobutylether cyclodextrins by capillary electrokinetic chromatography
Auteur(s) :
Baudelet, Davy [Auteur]
Ghinet, Alina [Auteur] refId
Furman, Christophe [Auteur]
Dezitter, Xavier [Auteur]
Gautret, Philippe [Auteur]
Rigo, Benoit [Auteur]
MILLET, Régis [Auteur]
Vaccher, Claude [Auteur] refId
Lipka, Emmanuelle [Auteur]
Titre de la revue :
Electrophoresis
Nom court de la revue :
Electrophoresis
Numéro :
35
Pagination :
2892-2899
Date de publication :
2014-10-01
ISSN :
0173-0835
1522-2683
Mot(s)-clé(s) en anglais :
Cyclodextrins
Thermodynamic parameters
Complexation
Binding constant
Enantiomer
Discipline(s) HAL :
Sciences du Vivant [q-bio]
Résumé en anglais : [en]
This work concerns the successful enantiomeric separation of pyroglutamic acid derivatives, known to be P2X7 receptor antagonists, achieved by electrokinetic chromatography. After a broad screening, two negatively charged ...
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This work concerns the successful enantiomeric separation of pyroglutamic acid derivatives, known to be P2X7 receptor antagonists, achieved by electrokinetic chromatography. After a broad screening, two negatively charged cyclodextrins, sulfobutylether-β-cyclodextrin (SBE-β-CD), and highly sulfated-γ-cyclodextrin (HS-γ-CD) were chosen as stereoselective agents to cooperate with the BGE for complexation. A fused silica capillary coated with polyethylene oxide, filled with a phosphate buffer (25 mM, pH 2.5) containing various concentrations of CD, was used. Assuming a 1:1 stoichiometry, calculations of the binding constants, employing the three different linearization plots, were performed from the corrected electrophoretic mobilities values of the enantiomers, at different concentrations of SBE-β-CD and HS-γ-CD in the BGE. The highest complexation was found with the SBE-β-CD. Among the three equations, results showed better linearity (R(2) > 0.99) using the y-reciprocal fit. This plotting method was then performed to determine the binding constants of each enantiomer at different temperature for compounds 1 and 2 with SBE-β-CD and HS-γ-CD in order to access to the thermodynamic parameters of the eight complexes. The linearity of the Van't Hoff plot, in the range of 288-303 K leading to negative enthalpy values, showed that the complexation phenomenon is enthalpically controlled and thermodynamically favored.Lire moins >
Audience :
Internationale
Vulgarisation :
Non
Établissement(s) :
CHU Lille
Inserm
Université de Lille
Collections :
  • Institut de Recherche Translationnelle sur l'Inflammation (INFINITE) - U1286
Équipe(s) de recherche :
Therapeutic innovation targetting inflammation
Date de dépôt :
2019-05-17T13:14:33Z
Université de Lille

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