Enantiomeric separation of dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA) by using capillary electrophoresis with sulfobutyl ether-beta-cyclodextrin as a chiral selector.
Capillary electrophoresis (CE) was successfully applied to the enantiomer resolution of racemic structurally related compounds, namely dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA). The chiral resolution was performed in an untreated fused-silica capillary by using a phosphate buffer at pH 2.5 or 3.0 supplemented with sulfobutylated beta-cyclodextrin (SBE-CD). Resolution was strongly influenced by the concentration of the chiral selector added to the background electrolyte. In fact, 2-5 mM of SBE-CD enabled the resolution of DOPA and MDOPA enantiomers, while CDOPA optical isomers were resolved by using either 0.5 mM or 6-20 mM of SBE-CD. The latter separation conditions (reversed polarity mode) made it possible to obtain inversion of migration order.
Dolezalová
M
M
Department of Analytical Chemistry, State Institute for Drug Control, Prague, Czech Republic. dolezal@sukl.cz
Fanali
S
S
D002230:Carbidopa / Q000737:chemistry* / Q000302:isolation & purification; D003505:Cyclodextrins; D004295:Dihydroxyphenylalanine / Q000737:chemistry* / Q000302:isolation & purification; D019075:Electrophoresis, Capillary / Q000379:methods; D007202:Indicators and Reagents; D008750:Methyldopa / Q000737:chemistry* / Q000302:isolation & purification; D013237:Stereoisomerism; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D007202:Indicators and Reagents; D047392:beta-Cyclodextrins; C093196:SBE4-beta-cyclodextrin; D008750:Methyldopa; D004295:Dihydroxyphenylalanine; D002230:Carbidopa