NMR Identification and MS Conformation of the Scopolamine Neurotoxin

Abstract

An unidentified white powder collected as evidence in an intelligence investigation was characterized exclusively by NMR analysis. A small fraction of the powder dissolved in D2O was subjected to quantitative 1H and 13C{1H} experiments and a series of two-dimensional correlation techniques, including 1H-1H COSY and NOESY as well as 1H-(exp 13)C HSQC and HMBC spectroscopy. These were used to elucidate the molecular structure of the powder's major component and positively identify it as the scopolamine biotoxin. To confirm the NMR results, an ethanol/H2O solution of the powder was analyzed by direct infusion into an ion trap mass spectrometer. A prominent base signal at m/z 304.1 was observed, consistent with the protonated molecular ion of scopolamine. Comparisons of 1H and `3C chemical shift values and JHH values measured from the NMR data were found to agree very favorably with previously reported values for scopolamine in D2O.

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Document Details

Document Type
Technical Report
Publication Date
Nov 01, 2007
Accession Number
ADA474812

Entities

People

  • David B. Cullinan
  • Jonathan M. Oyler
  • Terry J. Henderson

Organizations

  • Edgewood Chemical Biological Center

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Biological Toxins
  • Chemical Analysis
  • Chemical Shifts
  • Chemical Warfare Agents
  • Chemical Weapons
  • Chemistry
  • Electrospray Ionization
  • Ion Traps
  • Liquid Chromatography
  • Magnetic Resonance
  • Mass Spectrometers
  • Mass Spectrometry
  • Nuclear Magnetic Resonance
  • Spectrometers
  • Spectrometry
  • Spectroscopy
  • Two Dimensional

Readers

  • Analytical Chemistry
  • Quantum Chemistry
  • Toxicology/Environmental Toxicology