Capillary electrophoresis of herbicides. III. Evaluation of octylmaltopyranoside chiral surfactant in the enantiomeric separation of phenoxy acid herbicides.
A chiral alkylglucoside surfactant, namely n-octyl-beta-D-maltopyranoside (OM), was evaluated in the enantiomeric separation of phenoxy acid herbicides. The enantiomeric resolution of the phenoxy acid herbicides could be manipulated readily by adjusting the surfactant concentration, ionic strength, pH, the percent organic modifier and separation temperature. The optimum surfactant concentration needed for maximum enantiomeric resolution varied among the different analytes, and was an inverse function of the hydrophobicity of the phenoxy acid herbicides with the most hydrophobic solute requiring less surfactant concentration for attaining a baseline enantiomeric resolution. Due to the ionic nature of the phenoxy acid herbicides, increasing the pH of the running electrolyte increased the degree of ionization of the acidic herbicides thus decreasing their association with the chiral micelles and in turn their enantiomeric resolution. Increasing the ionic strength of the running electrolyte seems to enhance both the solubilization of the solute in the micelle and the chiral interaction of the solute with the micelle with a net increase in enantiomeric resolution. The percent of added methanol had a varying effect on the resolution of the various enantiomers in the sense that it enhanced the enantiomeric resolution for the most hydrophobic solutes while it decreased the enantiomeric resolution for the weakly hydrophobic ones. Thermostating the capillary column at subambient temperature improved enantiomeric resolution.
Mechref
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Department of Chemistry, Oklahoma State University, Stillwater 74078-3071, USA.
el Rassi
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D019075:Electrophoresis, Capillary / Q000379:methods*; D006540:Herbicides / Q000737:chemistry* / Q000302:isolation & purification*; D006863:Hydrogen-Ion Concentration; D006880:Hydroxy Acids / Q000737:chemistry / Q000302:isolation & purification; D008320:Maltose / Q000031:analogs & derivatives / Q000737:chemistry; D008823:Micelles; D015394:Molecular Structure; D012996:Solutions; D013237:Stereoisomerism; D013501:Surface-Active Agents / Q000737:chemistry
D006540:Herbicides; D006880:Hydroxy Acids; D008823:Micelles; D012996:Solutions; D013501:Surface-Active Agents; D008320:Maltose; C104928:octyl maltopyranoside