Application of Molecular Dynamic Simulation in the Enantiorecognition Mechanism of the Pharmaceutically Relevant Leu-Phe Dipeptides With Four Zwitterionic Chiral Stationary Phases
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F25%3A43933724" target="_blank" >RIV/60461373:22310/25:43933724 - isvavai.cz</a>
Result on the web
<a href="https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/jssc.70220" target="_blank" >https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/jssc.70220</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/jssc.70220" target="_blank" >10.1002/jssc.70220</a>
Alternative languages
Result language
angličtina
Original language name
Application of Molecular Dynamic Simulation in the Enantiorecognition Mechanism of the Pharmaceutically Relevant Leu-Phe Dipeptides With Four Zwitterionic Chiral Stationary Phases
Original language description
In order to broaden the applicability of the molecular dynamics technique and to further validate the efficacy of a computational protocol recently developed in our laboratory, the present study aims to elucidate the enantiorecognition mechanisms involving four zwitterionic Cinchona alkaloid-based CSPs under reversed-phase (RP) conditions. In this study, we use the enantiomeric dipeptides D-leucine-D-phenylalanine and L-leucine-L-phenylalanine as probes to investigate the properties of CHIRALPAK ZWIX(+) and ZWIX(-), as well as ZWIX(+A) and ZWIX (-A). The Leu-Phe dipeptide has considerable potential in the pharmaceutical field due to its potential applications in drug delivery, therapeutics and as a building block for peptidomimetics. Furthermore, Leu-Phe is one of the few uncapped dipeptides composed of natural amino acids capable of forming stable hydrogels.The in silico protocol was successfully optimized by setting the simulation box size, run time, and number of frames to record to generate molecular dynamics trajectories as informative as possible. Importantly, the analyses were in complete agreement with the experimental EO, providing insights into the driving forces involved in the enantiorecognition mechanism. In particular, salt bridges and hydrogen bonds were confirmed as the primary interactions, while pi-pi and pi-cation interactions were identified as complementary to facilitate the SO-SA association.
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
10406 - Analytical chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
JOURNAL OF SEPARATION SCIENCE
ISSN
1615-9306
e-ISSN
1615-9314
Volume of the periodical
48
Issue of the periodical within the volume
7
Country of publishing house
DE - GERMANY
Number of pages
10
Pages from-to
nestránkováno
UT code for WoS article
001524430200001
EID of the result in the Scopus database
2-s2.0-105009902620