Thermodynamic study on complexation of long-chain fatty acid anions with alpha-cyclodextrin in water

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F20%3A43920568" target="_blank" >RIV/60461373:22340/20:43920568 - isvavai.cz</a>

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S016773222031494X" target="_blank" >https://www.sciencedirect.com/science/article/pii/S016773222031494X</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molliq.2020.113172" target="_blank" >10.1016/j.molliq.2020.113172</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Thermodynamic study on complexation of long-chain fatty acid anions with alpha-cyclodextrin in water

Popis výsledku v původním jazyce

The interaction of five long alkyl-chain (&gt;= C-13) fatty acid anions (A(-)) with native alpha-cyclodextrin (alpha-CD) in water was systematically examined using the isothermal titration calorimetry. The A(-) comprised biologically relevant myristate, palmitate, stearate, oleate and linoleate anion. The obtained heat data at several temperatures were treated simultaneously allowing the estimation of a thermodynamically consistent temperature dependence of the equilibrium constant as well as the enthalpy for the sequential formation of the inclusion complexes of 1:1 and 1:2 stoichiometry (A(-):alpha-CD). The formation of 1:1 complex was found remarkably strong with binding constant value up to 2.10(5), the 1:2 complexes are generally by one order of magnitude less stable. Thermodynamic quantities for complexation are discussed in terms of their temperature dependence and structural features such as alkyl chain length and dehydrogenation. Using present data the binding mode of alpha-CD to diacylphospholipids and triacylglycerides bearing identical alkyl moieties was successfully proposed. The detailed knowledge on A(-)/alpha-CD interaction thus allows precise modeling of equilibrium process in complex matrices used as drug delivery systems or cell membrane mimics. (C) 2020 Elsevier B.V. All rights reserved.

Název v anglickém jazyce

Thermodynamic study on complexation of long-chain fatty acid anions with alpha-cyclodextrin in water

Popis výsledku anglicky

The interaction of five long alkyl-chain (&gt;= C-13) fatty acid anions (A(-)) with native alpha-cyclodextrin (alpha-CD) in water was systematically examined using the isothermal titration calorimetry. The A(-) comprised biologically relevant myristate, palmitate, stearate, oleate and linoleate anion. The obtained heat data at several temperatures were treated simultaneously allowing the estimation of a thermodynamically consistent temperature dependence of the equilibrium constant as well as the enthalpy for the sequential formation of the inclusion complexes of 1:1 and 1:2 stoichiometry (A(-):alpha-CD). The formation of 1:1 complex was found remarkably strong with binding constant value up to 2.10(5), the 1:2 complexes are generally by one order of magnitude less stable. Thermodynamic quantities for complexation are discussed in terms of their temperature dependence and structural features such as alkyl chain length and dehydrogenation. Using present data the binding mode of alpha-CD to diacylphospholipids and triacylglycerides bearing identical alkyl moieties was successfully proposed. The detailed knowledge on A(-)/alpha-CD interaction thus allows precise modeling of equilibrium process in complex matrices used as drug delivery systems or cell membrane mimics. (C) 2020 Elsevier B.V. All rights reserved.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2020

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

—

Svazek periodika

311

Číslo periodika v rámci svazku

01.08.2020

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

9

Strana od-do

113172

Kód UT WoS článku

000545303600006

EID výsledku v databázi Scopus

2-s2.0-85085274349