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Use of chiral zwitterionic surfactants for enantiomeric resolutions by capillary electrophoresis
Authors:Hadley Mark R  Harrison Mark W  Hutt Andrew J
Institution:Analytical Chemistry Group, Process R&D, AstraZeneca, Charter Way, Silk Road Business Park, Macclesfield, Cheshire SK10 2NA, UK. mark.hadley@astrazeneca.com
Abstract:The enantiomeric resolution of 1,1'-binaphthyl-2,2'-diamine and Tr?ger's base was investigated using the commercially available zwitterionic surfactants 3-(3-cholamidopropyl)dimethylammonio]-1-propanesulphonate (CHAPS) and 3-(3-cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulphonate (CHAPSO). Resolution of the weakly basic chiral probes was achieved using varying concentrations of surfactant, above their critical micellar concentrations, in a phosphate buffer (pH 2.5; 100 mM) to ensure ionisation of the analytes. Both CHAPS and CHAPSO were employed in the absence of additional coselectors or surfactants as sole micellar-forming agents. The addition of organic modifiers, methanol and acetonitrile (ACN), to the background electrolyte (BGE) was found to have a detrimental effect on enantioselectivity presumably by alteration of the phase polarity.
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