NMR and computational studies of ammonium ion binding to dibenzo-18-crown-6
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F23%3A00571664" target="_blank" >RIV/61388971:_____/23:00571664 - isvavai.cz</a>
Result on the web
<a href="https://link.springer.com/article/10.1007/s11224-022-02017-8" target="_blank" >https://link.springer.com/article/10.1007/s11224-022-02017-8</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1007/s11224-022-02017-8" target="_blank" >10.1007/s11224-022-02017-8</a>
Alternative languages
Result language
angličtina
Original language name
NMR and computational studies of ammonium ion binding to dibenzo-18-crown-6
Original language description
Dibenzo-18-crown-6 (DB18C6) is a single-crown ether that can act as a host for a guest ion. In an effort to illuminate the relationships among structure, dynamics, and thermodynamics of ligand binding in a simple model for understanding the affinity and specificity of ligand interactions, nuclear magnetic resonance (NMR) experiments and density functional theory (DFT) were used to study the interaction of DB18C6 with ammonium ion. H-1-NMR was used to follow the titration of DB18C6 with ammonium chloride in deuterated methanol, a solvent chosen for its amphipathic character. Ammonium ion binds strongly to DB18C6 with a dissociation equilibrium constant at least as low as similar to 10(-6) M. DFT calculations were used to identify optimized conformations of bound and free DB18C6 and to estimate its binding energy with ammonium ion in implicit solvent. An approach is described that accounts for geometry relaxation in addition to solvation correction and basis set superposition error, to our knowledge, this is the first such report that includes the energy difference from optimizing species geometry. The lowest-energy conformer of free DB18C6 in implicit methanol acquires an open, W-shaped structure that is also the lowest-energy conformer found for the DB18C6-ammonium ion complex. These results form a foundation for further studies of this system by molecular dynamics simulations.
Czech name
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Czech description
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Classification
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
10606 - Microbiology
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Structural Chemistry
ISSN
1040-0400
e-ISSN
1572-9001
Volume of the periodical
34
Issue of the periodical within the volume
2
Country of publishing house
US - UNITED STATES
Number of pages
10
Pages from-to
713-722
UT code for WoS article
000827913600001
EID of the result in the Scopus database
2-s2.0-85134571909