Oleic and nitro-oleic acid behavior at an electrified water-1,2-dichloroethane interface

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15110%2F22%3A73617224" target="_blank" >RIV/61989592:15110/22:73617224 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15310/22:73617224

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S016773222201649X" target="_blank" >https://www.sciencedirect.com/science/article/pii/S016773222201649X</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molliq.2022.120110" target="_blank" >10.1016/j.molliq.2022.120110</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Oleic and nitro-oleic acid behavior at an electrified water-1,2-dichloroethane interface

Popis výsledku v původním jazyce

In this work, oleic and 9/10-nitro oleic acid were studied at a polarized water-1,2-dichloroethane interface. We found that both fatty acids can undergo a simple interfacial ion transfer reaction that is mainly limited by diffusion. The possibility of spontaneous partitioning of the fatty acid into the organic phase and acting as a ligand for the facilitated sodium ion transfer was excluded. The ionic currents originating from the chemical species interfacial transfer were recorded starting from a pH of around 8.5, which agreed with their poor acidity. The acid-base properties of fatty acids were studied with pKa 9.7 (for oleic acid) and 8.5 for the 9/10-nitro derivative. The formal Galvani potential difference of the fatty acids ion transfer reaction was used to calculate the water-1,2-dichloroethane partition coefficients. The results indicated similar water solubility for 9/10-nitro oleic acid (logP&apos; −3.47) and oleic acid (logP&apos; −3.42), where 9/10-nitro oleic acid is slightly more hydrophilic. The partial water solubility of the fatty acids was confirmed by the measurement of ionic currents, which did not increase linearly with their increasing aqueous phase concentration. The obtained results were correlated with the dynamic light scattering of the fatty acids, indicating the formation of supramolecular structures. 9/10-Nitro oleic acid is an endogenously produced signaling molecule involved in cell redox homeostasis. The results obtained here could contribute to further (bio)chemical studies on fatty acid nitroalkenes.

Název v anglickém jazyce

Oleic and nitro-oleic acid behavior at an electrified water-1,2-dichloroethane interface

Popis výsledku anglicky

In this work, oleic and 9/10-nitro oleic acid were studied at a polarized water-1,2-dichloroethane interface. We found that both fatty acids can undergo a simple interfacial ion transfer reaction that is mainly limited by diffusion. The possibility of spontaneous partitioning of the fatty acid into the organic phase and acting as a ligand for the facilitated sodium ion transfer was excluded. The ionic currents originating from the chemical species interfacial transfer were recorded starting from a pH of around 8.5, which agreed with their poor acidity. The acid-base properties of fatty acids were studied with pKa 9.7 (for oleic acid) and 8.5 for the 9/10-nitro derivative. The formal Galvani potential difference of the fatty acids ion transfer reaction was used to calculate the water-1,2-dichloroethane partition coefficients. The results indicated similar water solubility for 9/10-nitro oleic acid (logP&apos; −3.47) and oleic acid (logP&apos; −3.42), where 9/10-nitro oleic acid is slightly more hydrophilic. The partial water solubility of the fatty acids was confirmed by the measurement of ionic currents, which did not increase linearly with their increasing aqueous phase concentration. The obtained results were correlated with the dynamic light scattering of the fatty acids, indicating the formation of supramolecular structures. 9/10-Nitro oleic acid is an endogenously produced signaling molecule involved in cell redox homeostasis. The results obtained here could contribute to further (bio)chemical studies on fatty acid nitroalkenes.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Projekt

<a href="/cs/project/GJ19-21237Y" target="_blank" >GJ19-21237Y: Nové elektrochemické přístupy pro studium modifikovaných mastných kyselin a jejich biomolekulárních interakcí</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

JOURNAL OF MOLECULAR LIQUIDS

ISSN

0167-7322

e-ISSN

1873-3166

Svazek periodika

365

Číslo periodika v rámci svazku

NOV

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

6

Strana od-do

"120110-1"-"120110-6"

Kód UT WoS článku

000874903400005

EID výsledku v databázi Scopus

2-s2.0-85136535623