Comparative study on the liquid chromatographic enantioseparation of cyclic beta-amino acids and the related cyclic beta-aminohydroxamic acids on Cinchona alkaloid-based zwitterionic chiral stationary phases

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F18%3A43916385" target="_blank" >RIV/60461373:22310/18:43916385 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1002/jssc.201701190" target="_blank" >http://dx.doi.org/10.1002/jssc.201701190</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/jssc.201701190" target="_blank" >10.1002/jssc.201701190</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Comparative study on the liquid chromatographic enantioseparation of cyclic beta-amino acids and the related cyclic beta-aminohydroxamic acids on Cinchona alkaloid-based zwitterionic chiral stationary phases

Popis výsledku v původním jazyce

The enantiomeric pairs of cis and trans stereoisomers of cyclic beta-aminohydroxamic acids and their related cis and trans cyclic beta-amino acids containing two chiral centers were directly separated on four structurally related chiral stationary phases derived from quinine and quinidine modified with (R,R)- and (S,S)-aminocyclohexanesulfonic acids. Applying these zwitterionic ion-exchangers as chiral selectors, the effects of the composition of the bulk solvent, the acid and base additives, the structures of the analytes, and temperature on the enantioresolution were investigated. To study the effects of temperature and obtain thermodynamic parameters, experiments were carried out at constant mobile phase compositions in the temperature range 5-50 degrees C. The differences in the changes in standard enthalpy Delta(Delta H degrees), entropy Delta(Delta S degrees), and free energy Delta(Delta G degrees) were calculated from the linear van&apos;t Hoff plots derived from the ln alpha versus 1/T curves in the studied temperature range. Results thus obtained indicated enthalpy-driven separations in all cases. The sequence of elution of the enantiomers was determined and found to be reversed when ZWIX(-)(TM) was changed to ZWIX(+)(TM) or ZWIX(-A) to ZWIX(+A).

Název v anglickém jazyce

Comparative study on the liquid chromatographic enantioseparation of cyclic beta-amino acids and the related cyclic beta-aminohydroxamic acids on Cinchona alkaloid-based zwitterionic chiral stationary phases

Popis výsledku anglicky

The enantiomeric pairs of cis and trans stereoisomers of cyclic beta-aminohydroxamic acids and their related cis and trans cyclic beta-amino acids containing two chiral centers were directly separated on four structurally related chiral stationary phases derived from quinine and quinidine modified with (R,R)- and (S,S)-aminocyclohexanesulfonic acids. Applying these zwitterionic ion-exchangers as chiral selectors, the effects of the composition of the bulk solvent, the acid and base additives, the structures of the analytes, and temperature on the enantioresolution were investigated. To study the effects of temperature and obtain thermodynamic parameters, experiments were carried out at constant mobile phase compositions in the temperature range 5-50 degrees C. The differences in the changes in standard enthalpy Delta(Delta H degrees), entropy Delta(Delta S degrees), and free energy Delta(Delta G degrees) were calculated from the linear van&apos;t Hoff plots derived from the ln alpha versus 1/T curves in the studied temperature range. Results thus obtained indicated enthalpy-driven separations in all cases. The sequence of elution of the enantiomers was determined and found to be reversed when ZWIX(-)(TM) was changed to ZWIX(+)(TM) or ZWIX(-A) to ZWIX(+A).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2018

Kód důvěrnosti údajů

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

Název periodika

Journal of Separation Science

ISSN

1615-9306

e-ISSN

—

Svazek periodika

41

Číslo periodika v rámci svazku

6

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

8

Strana od-do

1216-1223

Kód UT WoS článku

000428797000006

EID výsledku v databázi Scopus

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