A Rare Mass Spectrometric Neutral Loss of 48 u

✍ Scribed by Baker, Randall

• Book ID: 101222551
• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 339 KB
• Volume: 32
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/(sici)1096-9888(199708)32:8<875::aid-jms546>3.0.co;2-b

✦ Synopsis

Fast atom bombardment and thermospray mass spectrometry results are consistent with the 2-deoxyÑuoromethine derivative of the nucleoside (cytidine) shown below and designated 2DFC. However, a mass loss of 48 u from [ M + H ] ' (m/z 258) was observed forming an abundant fragment ion at m/z 210. The loss seemed peculiar since a 48 u neutral is more often associated with or which are not possible neutrals to be eliminated H 3 CSH H 3 SiOH, from 2DFC. Accurate mass measurement of m/z 210 indicated the 48 u neutral lost had the molecular formula Constant neutral loss (48 u) linked scan experiments showed the fragmentation (depicted below) is con-CH 4 O 2 . certed within the microsecond time frame of the mass spectrometer.

Other structurally homologous nucleosides, such as cytidine, do not exhibit this prominent fragmentation. Computerized molecular modeling was used to propose why the marked elimination occurs with 2DFC. 1997