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

Result code in 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>
Alternative codes found
RIV/60461373:22810/25:43932366
Result on the web
<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>

Result language
angličtina
Original language name
Protonation of Enniatin B in Nitrobenzene: Experimental and Theoretical Study with Respect to Other Univalent Cations
Original language description
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.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry

Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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