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

Result code in 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>

Result on the web

<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>

Result language

angličtina

Original language name

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

Original language description

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).

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10406 - Analytical chemistry

Project

—

Continuities

S - Specificky vyzkum na vysokych skolach

Publication year

2018

Confidentiality

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

Name of the periodical

Journal of Separation Science

ISSN

1615-9306

e-ISSN

—

Volume of the periodical

41

Issue of the periodical within the volume

6

Country of publishing house

DE - GERMANY

Number of pages

8

Pages from-to

1216-1223

UT code for WoS article

000428797000006

EID of the result in the Scopus database

—