Protonation of Enniatin B in Nitrobenzene: Experimental and Theoretical Study with Respect to Other Univalent Cations

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F25%3A43932366" target="_blank" >RIV/60461373:22340/25:43932366 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60461373:22810/25:43932366

Výsledek na webu

<a href="https://pubs.acs.org/doi/pdf/10.1021/acsomega.5c02470?ref=article_openPDF" target="_blank" >https://pubs.acs.org/doi/pdf/10.1021/acsomega.5c02470?ref=article_openPDF</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acsomega.5c02470" target="_blank" >10.1021/acsomega.5c02470</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Protonation of Enniatin B in Nitrobenzene: Experimental and Theoretical Study with Respect to Other Univalent Cations

Popis výsledku v původním jazyce

Based on extraction experiments, the exchange extraction constant of the reaction H3O+(aq) + 1·Na+(nb) ⇄ 1·H3O+(nb) + Na+(aq) in the system water-nitrobenzene (1 = enniatin B; aq = aqueous phase, nb = nitrobenzene phase) was evaluated to be log Kex (H3O+, 1·Na+) = 0.9 ± 0.15. Furthermore, the stability constant of the 1·H3O+ complex in water-saturated nitrobenzene was calculated for a temperature of 25 °C as log Knb (1·H3O+) = 6.4 ± 0.2. Analogously, the stability constants of some other univalent metal cations have been determined by a similar method. Addnl., quantum mech. calculations (M06-D3/DefSVPP in nitrobenzene) were used to determine the most probable structures of the cationic complexes 1·H3O+ and 1·Na+. For comparison, three different conformers of 1·H3O+ (nb) were also investigated, considering the nesting H3O+ ion into the enniatin B ring. In the most stable resulting complex, the H3O+ cation is centrally positioned and stabilized by three relatively strong hydrogen bonds to the three carbonyl oxygen atoms of the parent enniatin B ligand. The interaction energies, E(int), of the 1·H3O+ and 1·Na+ complexes in nitrobenzene were found to be 196.81 and 82.19 kJ/mol, resp., confirming the formation of protonated complexes.

Název v anglickém jazyce

Protonation of Enniatin B in Nitrobenzene: Experimental and Theoretical Study with Respect to Other Univalent Cations

Popis výsledku anglicky

Based on extraction experiments, the exchange extraction constant of the reaction H3O+(aq) + 1·Na+(nb) ⇄ 1·H3O+(nb) + Na+(aq) in the system water-nitrobenzene (1 = enniatin B; aq = aqueous phase, nb = nitrobenzene phase) was evaluated to be log Kex (H3O+, 1·Na+) = 0.9 ± 0.15. Furthermore, the stability constant of the 1·H3O+ complex in water-saturated nitrobenzene was calculated for a temperature of 25 °C as log Knb (1·H3O+) = 6.4 ± 0.2. Analogously, the stability constants of some other univalent metal cations have been determined by a similar method. Addnl., quantum mech. calculations (M06-D3/DefSVPP in nitrobenzene) were used to determine the most probable structures of the cationic complexes 1·H3O+ and 1·Na+. For comparison, three different conformers of 1·H3O+ (nb) were also investigated, considering the nesting H3O+ ion into the enniatin B ring. In the most stable resulting complex, the H3O+ cation is centrally positioned and stabilized by three relatively strong hydrogen bonds to the three carbonyl oxygen atoms of the parent enniatin B ligand. The interaction energies, E(int), of the 1·H3O+ and 1·Na+ complexes in nitrobenzene were found to be 196.81 and 82.19 kJ/mol, resp., confirming the formation of protonated complexes.

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

2025

Kód důvěrnosti údajů

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

Název periodika

ACS Omega

ISSN

2470-1343

e-ISSN

2470-1343

Svazek periodika

10

Číslo periodika v rámci svazku

38

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

8

Strana od-do

"43532−43539"

Kód UT WoS článku

001573392800001

EID výsledku v databázi Scopus

2-s2.0-105017402600