Resolution of enantiomeric N-oxides by capillary electrophoresis using cyclodextrins as chiral selectors

✍ Scribed by Mark R. Hadley; Sophie D. Gabriac; Andrew J. Hutt

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 174 KB
• Volume: 11
• Category: Article
• ISSN: 0899-0042
• DOI: 10.1002/(sici)1520-636x(1999)11:5/6<409::aid-chir10>3.0.co;2-c

✦ Synopsis

The resolution of a series of rac-N-alkyl-N-methylaniline N-oxides and pargyline N-oxide (PNO) has been examined by capillary electrophoresis (CE) using both native and derivatised ␤-cyclodextrins (␤-CD) as chiral selectors. Resolution of the six analytes examined was achieved using either hydroxyethyl-or methyl-␤-CD. The electrophoretic migration order of PNO was confirmed to be (-) before (+) by the use of single enantiomers obtained by semi-preparative chromatography. The chiral CE methodology developed for the separation of the enantiomers of PNO was superior to the previously reported high performance liquid chromatographic method using a chiral stationary phase (CSP), both in terms of analysis time and resolution. The developed methodology was employed to further examine the stereoselective flavincontaining monooxygenase (FMO) mediated N-oxidation of pargyline.