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Tandem Mass Spectrometric Analysis of Cyclophosphamide, Ifosfamide and Their Metabolites by Zhongfa Liu; Kenneth K. Chan; Jeffrey J. Wang is a Chemistry article available to read on EtoBox.

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## Abstract A detailed multi‐stage (MS^n^) fragmentation study of cyclophosphamide (CP), ifosfamide (IF) and their major metabolites, using an ion‐trap mass spectrometer and a Q‐TOF mass spectrometer, was performed with the aid of specifically deuterium‐labeled analogs. The analytes showed good responses in positive‐ion electrospray mass spectrometry as [MH]^+^ ions. Tandem mass spectra revealed a wealth of structurally specific ions, allowing characterization of the fragmentation pathways of these analytes. The major fragmentation pathways of the protonated CP and IF are elimination of ethylene from C~5~ and C~6~ of 1,3,2‐oxazaphosphorine‐2‐oxide via a McLafferty rearrangement, and cleavage of the PN bond. However, their activated 4‐OOH and 4‐OH metabolites primarily underwent hydrogen peroxide elimination and dehydration, respectively, followed by fragmentation pathways similar to those of CP and IF. These results should prove useful in structural elucidation of future analogs of CP and IF, and/or of their metabolites. Copyright © 2005 John Wiley & Sons, Ltd.

Who reads Tandem Mass Spectrometric Analysis of Cyclophosphamide, Ifosfamide and Their Metabolites?

Author

Zhongfa Liu; Kenneth K. Chan; Jeffrey J. Wang

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0951-4198)

Published

2005

Language

EN

Field

Chemistry (Physical Sciences)