Premium
Identification of ozone‐oxidation products of oxycodone by electrospray ion trap mass spectrometry
Author(s) -
Pennanen Keijo,
Kotiaho Tapio,
Huikko Katri,
Kostiainen Risto
Publication year - 2001
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.180
Subject(s) - chemistry , mass spectrometry , tandem mass spectrometry , electrospray ionization , fragmentation (computing) , protonation , electrospray , ion trap , molecule , mass spectrum , chromatography , ion , organic chemistry , computer science , operating system
The products of oxycodone oxidized by ozone were characterized by electrospray ionization–tandem mass spectrometry (ESI–MS/MS). Liquid Chromatography(LC)–MS analyses revealed that the main constituents in the oxidation reaction mixture included the protonated molecules m / z 316, corresponding to oxycodone, and m / z 332, m / z 348, m / z 366, corresponding to the oxidation products. ESI–MS/MS and MS n spectra were used to study oxycodone fragmentation in detail and to characterize the structures of oxidation products. The results show that the oxidation products were formed by addition of one or two oxygen atoms or by addition of three oxygen and two hydrogen atoms to oxycodone. The fragmentation of the oxidation products also shows that the aromatic ring oxidizes due to rupture of the C‐3C‐4 bond during product formation. Copyright © 2001 John Wiley & Sons, Ltd.