Structural determination of the novel fragmentation routes of morphine opiate receptor antagonists using electrospray ionization quadrupole time-of-flight tandem mass spectrometry

Nicolas Joly (1) , Anas El Aneed , Patrick Martin (1) , Roméo Cecchelli (1) , Joseph Banoub

1 LBHE - Laboratoire de Physiopathologie de la Barrière Hémato-Encéphalique

Electrospray ionization quadrupole time-of-flight (ESI-QqToF) mass spectra of naltrindole hydrochloride 1, naltriben mesylate 2, and naltrexone hydrochloride 3, a common series of morphine opiate receptor antagonists, were recorded using different declustering potentials. Low-energy collision-induced dissociation (CID) MS/MS experiments established the fragmentation routes of these compounds. In addition, re-confirmation of the various established fragmentation routes was effected by conducting a series of ESI-CID-QqTof-MS/MS experiments using non-conventional quasi MSⁿ (up to MS⁸) product ion scans, which were initiated by CID in the atmospheric pressure/vacuum interface using a higher declustering potential. Precursor ion scan analyses were also performed with a conventional quadrupole-hexapole-quadrupole tandem mass spectrometer and allowed the confirmation of the genesis of some diagnostic ions.

Domains: Biochemistry, Molecular Biology

Nicolas Joly, Anas El Aneed, Patrick Martin, Roméo Cecchelli, Joseph Banoub. Structural determination of the novel fragmentation routes of morphine opiate receptor antagonists using electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Rapid Communications in Mass Spectrometry, 2005, 19, p. 3119-3130. ⟨hal-00543171⟩