Capillary electrophoresis/mass spectrometry: a promising tool for the control of some physiologically hazardous compounds. I-derivatives of 3-quinuclidinol

J Mass Spectrom. 2002 Dec;37(12):1213-8. doi: 10.1002/jms.380.

Abstract

A method based on the coupling of capillary electrophoresis with mass spectrometry (CE/MS) was developed for the monitoring of 3-quinuclidinol and its four N-alkyl derivatives (methyl, ethyl, propyl and isopropyl derivatives). A fragmentation study (collision-induced dissociation of ions in an ion trap) and optimization of the ion optics set-up for CE/MS experiments using direct infusion of a methanolic solution of the standards into the mass spectrometer were carried out in advance. Molecular ions of all quaternary compounds and the quasi-molecular ion [M + H]+ of free 3-quinuclidinol prevail in the mass spectra. In the MS/MS of propyl and isopropyl derivatives, the elimination of the alkyl chain dominates, leading to the ion at m/z 128. The fragmentation of the other compounds is more complex. Previous CE separation of the mixture of isobaric propyl and isopropyl derivatives is necessary for their unambiguous identification. A 10 mM ammonium acetate buffer (pH 4.0) is the optimum running electrolyte, allowing the CE separation of methyl, ethyl, propyl and isopropyl derivatives. A 0.5% (v/v) solution of acetic acid in methanol provides sufficient detection sensitivity when used as the sheath liquid. Limits of detection of 0.1 ppm for 3-quinuclidinol and 0.05 ppm for quaternary derivatives were achieved under the optimum conditions. The optimized method was applied to the determination of 3-quinuclidinol and related quaternary derivatives spiked into a sample of pond water. The experimental set-up for CE/MS/MS was investigated, which strongly increases the identification capability of the technique.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Electrophoresis, Capillary / methods*
  • Fresh Water / chemistry
  • Hallucinogens / analysis
  • Hallucinogens / chemistry
  • Mass Spectrometry / methods*
  • Molecular Structure
  • Quinuclidines / analysis*
  • Quinuclidines / chemistry*
  • Quinuclidinyl Benzilate / analogs & derivatives
  • Quinuclidinyl Benzilate / chemistry
  • Sensitivity and Specificity
  • Water Pollutants / analysis*

Substances

  • Hallucinogens
  • Quinuclidines
  • Water Pollutants
  • 3-quinuclidinone
  • Quinuclidinyl Benzilate
  • 3-quinuclidinol