Characterizing the electrospray ionization mass spectral fragmentation pattern of indole derivatives synthesized from 2-keto glycosides.
Four indole derivatives synthesized from 2-keto glycosides were analyzed by electrospray ionization tandem mass spectrometry (ESI-MSn) 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 MSn 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.
Cao
Shuxia
S
Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China.
Liu
Hongmin
H
Xu
Wen
W
Liao
Xincheng
X
Zhao
Yufen
Y
D006027:Glycosides / Q000737:chemistry*; D007211:Indoles / Q000032:analysis* / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization
D006027:Glycosides; D007211:Indoles; C030374:indole