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Inverse cationic ITP for separation of methadone enantiomers with sulfated beta-cyclodextrin as chiral selector
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Applied Physical Chemistry. Univ Bern, Inst Infect Dis, Clin Pharmacol Lab, Bern, Switzerland..
Univ Bern, Inst Infect Dis, Clin Pharmacol Lab, Bern, Switzerland..
Czech Acad Sci, Inst Analyt Chem, Brno, Czech Republic..
Univ Bern, Inst Infect Dis, Clin Pharmacol Lab, Bern, Switzerland..
2019 (English)In: Electrophoresis, ISSN 0173-0835, E-ISSN 1522-2683, Vol. 40, no 5, p. 659-667Article in journal (Refereed) Published
Abstract [en]

Chiral ITP of the weak base methadone using inverse cationic configurations with H+ as leading component and multiple isomer sulfated beta-CD (S-beta-CD) as leading electrolyte (LE) additive, has been studied utilizing dynamic computer simulation, a calculation model based on steady-state values of the ITP zones, and capillary ITP. By varying the amount of acidic S-beta-CD in the LE composed of 3-morpholino-2-hydroxypropanesulfonic acid and the chiral selector, and employing glycylglycine as terminating electrolyte (TE), inverse cationic ITP provides systems in which either both enantiomers, only the enantiomer with weaker complexation, or none of the two enantiomers form cationic ITP zones. For the configuration studied, the data reveal that only S-methadone migrates isotachophoretically when the S-beta-CD concentration in the LE is between about 0.484 and 1.113 mM. Under these conditions, R-methadone migrates zone electrophoretically in the TE. An S-beta-CD concentration between about 0.070 and 0.484 mM results in both S- and R-methadone forming ITP zones. With >1.113 mM and < about 0.050 mM of S-beta-CD in the LE both enantiomers are migrating within the TE and LE, respectively. Chiral inverse cationic ITP with acidic S-beta-CD in the LE is demonstrated to permit selective ITP trapping and concentration of the less interacting enantiomer of a weak base.

Place, publisher, year, edition, pages
WILEY , 2019. Vol. 40, no 5, p. 659-667
Keywords [en]
Capillary electrophoresis, Chiral separation, Computer simulation, Isotachophoresis, Sulfated cyclodextrin
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-247825DOI: 10.1002/elps.201800387ISI: 000460305100006PubMedID: 30311251Scopus ID: 2-s2.0-85055289821OAI: oai:DiVA.org:kth-247825DiVA, id: diva2:1299479
Note

QC 20190327

Available from: 2019-03-27 Created: 2019-03-27 Last updated: 2019-04-04Bibliographically approved

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