Exploring the enantiorecognition mechanism of Cinchona alkaloid-based zwitterionic chiral stationary phases and the basic trans-paroxetine enantiomers
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F18%3A43916384" target="_blank" >RIV/60461373:22310/18:43916384 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/jssc.201701068" target="_blank" >http://dx.doi.org/10.1002/jssc.201701068</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/jssc.201701068" target="_blank" >10.1002/jssc.201701068</a>
Alternative languages
Result language
angličtina
Original language name
Exploring the enantiorecognition mechanism of Cinchona alkaloid-based zwitterionic chiral stationary phases and the basic trans-paroxetine enantiomers
Original language description
The enantiomers of trans-paroxetine (the selectand) were separated on four chiral stationary phases incorporating either quinine [ZWIX(+), ZWIX(+A)] or quinidine [ZWIX(–), ZWIX(–A)] and (R,R)-aminocyclohexanesulfonic acid [in ZWIX(–), and ZWIX(+A)] or (S,S)-aminocyclohexanesulfonic acid [in ZWIX(+), and ZWIX(–A)] chiral selectors. The zwitterion nature of the phases is due to the presence of either (R,R)- or (S,S)-aminocyclohexanesulfonic acid in the selector structure bearing the quinuclidine moiety. ZWIX(+) and ZWIX(–) phases are available on the market with the commercial names CHIRALPAK ZWIX(+) and CHIRALPAK ZWIX(–), respectively. With the aim of rationalizing the enantiomer elution order with the above chiral stationary phases, a molecular dynamic protocol was applied and two energetic parameters were initially measured: selectand conformational energy and selectand interaction energy. In the search for other descriptors allowing a better fitting with the experimental evidences, in the present work we consider an energetic parameter, defined as the selector conformational energy, which resulted to be relevant in the explanation of the experimental elution order in most of the cases. Very importantly, the computational data produced by the present study strongly support the outstanding role of the conformational energy of the chiral selector as it interacts with the analytes. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
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
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Continuities
S - Specificky vyzkum na vysokych skolach
Others
Publication year
2018
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
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Volume of the periodical
41
Issue of the periodical within the volume
6
Country of publishing house
DE - GERMANY
Number of pages
9
Pages from-to
1199-1207
UT code for WoS article
000428797000004
EID of the result in the Scopus database
2-s2.0-85044568078