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Resolution of enantiomeric N ‐oxides by capillary electrophoresis using cyclodextrins as chiral selectors
Author(s) -
Hadley Mark R.,
Gabriac Sophie D.,
Hutt Andrew J.
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:5/6<409::aid-chir10>3.0.co;2-c
Subject(s) - chemistry , enantiomer , capillary electrophoresis , resolution (logic) , chromatography , chirality (physics) , chiral resolution , electrophoresis , alkyl , chiral derivatizing agent , organic chemistry , chiral column chromatography , computer science , nambu–jona lasinio model , quark , chiral symmetry breaking , physics , quantum mechanics , artificial intelligence
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 β‐cyclodextrins (β‐CD) as chiral selectors. Resolution of the six analytes examined was achieved using either hydroxyethyl‐ or methyl‐β‐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 flavin‐containing monooxygenase (FMO) mediated N ‐oxidation of pargyline. Chirality 11:409–415, 1999. © 1999 Wiley‐Liss, Inc.