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Elimination of 118 Da: a characteristic fragmentation in the tandem mass spectra of 11(15 → 1)‐ abeo ‐taxanes
Author(s) -
Madhusudanan K. P.,
Chattopadhyay S. K.,
Srivastava S.
Publication year - 2002
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.265
Subject(s) - chemistry , fragmentation (computing) , mass spectrum , tandem , tandem mass spectrometry , stereochemistry , mass spectrometry , chromatography , materials science , computer science , composite material , operating system
The mechanism of the elimination of 118 Da from 11(15→1)‐ abeo ‐taxanes was elucidated with the help of the tandem mass spectra of [M + NH 4 ] + and [M + Li] + ions and the corresponding D‐exchanged species. The fragmentation is triggered by the initial loss of the C‐10 substituent. Evidence was also obtained for the stepwise elimination of acetone and acetic acid. Acetone is eliminated from the C‐1 hydroxyisopropyl group and acetic acid from either the C‐9 or C‐7 acetoxy groups. The presence of an additional acetoxy group at C‐13 leads to the direct elimination of 118 Da from [M + NH 4 ] + and [M + Li] + ions involving the C‐13 acetoxy group. Copyright © 2001 John Wiley & Sons, Ltd.