Interactions of of helquats with chiral acidic aromatic analytes investigated by partial-filling affinity capillary electrophoresis

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F16%3A10329365" target="_blank" >RIV/00216208:11310/16:10329365 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.chroma.2016.08.053" target="_blank" >http://dx.doi.org/10.1016/j.chroma.2016.08.053</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.chroma.2016.08.0532-s2.0-84991054850" target="_blank" >10.1016/j.chroma.2016.08.0532-s2.0-84991054850</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Interactions of of helquats with chiral acidic aromatic analytes investigated by partial-filling affinity capillary electrophoresis

Popis výsledku v původním jazyce

Noncovalent molecular interactions between helquats, a new class of dicationic helical extended diquats, and several chiral acidic aromatic drugs and catalysts have been investigated using partial-filling affinity capillary electrophoresis (PF-ACE). Helquats dissolved at 1 mM concentration in the aqueous background electrolyte (40 mM Tris, 20 mM acetic acid, pH 8.1) were introduced as ligand zones of variable length (0-130 mm) into the hydroxypropylcellulose coated fused silica capillary whereas 0.1 mM solutions of negatively charged chiral drugs or catalysts (warfarin, ibuprofen, mandelic acid, etodolac, binaphthyl phosphate and 11 other acidic aromatic compounds) were applied as a short analyte zone at the injection capillary end. After application of electric field, analyte and ligand migrated against each other and in case of their interactions, migration time of the analyte was increasing with increasing length of the ligand zone. From the tested compounds, only isomers of those exhibiting helical chirality and/or possessing conjugated aromatic systems were enantioselectively separated through their differential interactions with helquats. Some compounds with conjugated aromatic groups interacted with helquats moderately strongly but non-enantiospecifically. Small compounds with single benzene ring exhibited no or very weak non-enantiospecific interactions. PF-ACE method allowed to determine binding constants of the analyte-helquat complexes from the changes of migration times of the analytes. Binding constants of the weakest complexes of the analytes with helquats were less than 50 L/mol, whereas binding constants of the strongest complexes were in the range 1 000-1 400 L/mol.

Název v anglickém jazyce

Interactions of of helquats with chiral acidic aromatic analytes investigated by partial-filling affinity capillary electrophoresis

Popis výsledku anglicky

Noncovalent molecular interactions between helquats, a new class of dicationic helical extended diquats, and several chiral acidic aromatic drugs and catalysts have been investigated using partial-filling affinity capillary electrophoresis (PF-ACE). Helquats dissolved at 1 mM concentration in the aqueous background electrolyte (40 mM Tris, 20 mM acetic acid, pH 8.1) were introduced as ligand zones of variable length (0-130 mm) into the hydroxypropylcellulose coated fused silica capillary whereas 0.1 mM solutions of negatively charged chiral drugs or catalysts (warfarin, ibuprofen, mandelic acid, etodolac, binaphthyl phosphate and 11 other acidic aromatic compounds) were applied as a short analyte zone at the injection capillary end. After application of electric field, analyte and ligand migrated against each other and in case of their interactions, migration time of the analyte was increasing with increasing length of the ligand zone. From the tested compounds, only isomers of those exhibiting helical chirality and/or possessing conjugated aromatic systems were enantioselectively separated through their differential interactions with helquats. Some compounds with conjugated aromatic groups interacted with helquats moderately strongly but non-enantiospecifically. Small compounds with single benzene ring exhibited no or very weak non-enantiospecific interactions. PF-ACE method allowed to determine binding constants of the analyte-helquat complexes from the changes of migration times of the analytes. Binding constants of the weakest complexes of the analytes with helquats were less than 50 L/mol, whereas binding constants of the strongest complexes were in the range 1 000-1 400 L/mol.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CB - Analytická chemie, separace

OECD FORD obor

—

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2016

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Chromatography A

ISSN

0021-9673

e-ISSN

—

Svazek periodika

1467

Číslo periodika v rámci svazku

7 October 2016

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

10

Strana od-do

417-426

Kód UT WoS článku

000385323800040

EID výsledku v databázi Scopus

2-s2.0-84991054850