Characterizing the electrospray ionization mass spectral fragmentation pattern of indole derivatives synthesized from 2-keto glycosides
✍ Scribed by Shuxia Cao; Hongmin Liu; Wen Xu; Xincheng Liao; Yufen Zhao
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 150 KB
- Volume
- 40
- Category
- Article
- ISSN
- 1076-5174
- DOI
- 10.1002/jms.814
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✦ Synopsis
Abstract
Four indole derivatives synthesized from 2‐keto glycosides were analyzed by electrospray ionization tandem mass spectrometry (ESI‐MS^n^) with low‐energy collision‐induced dissociation to establish a general structural elucidation of indole derivatives. Their fragmentation pathways are proposed on the basis of the MS^n^ studies and deuterium‐labeled experiments. Indole derivatives undergo complicated gas‐phase rearrangements in addition to simple bond cleavages. A rearrangement, which involves a contraction of the six‐membered ring, was observed and a mechanism was proposed. The observations may have some potential applications in the interpretation of the mass spectra of indole derivatives. Copyright © 2005 John Wiley & Sons, Ltd.