title: Characterizing the electrospray ionization mass spectral fragmentation pattern of indole derivatives synthesized from 2-keto glycosides.
abstract: 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.
authors.affiliation: Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China.
authors.forename: Shuxia
authors.initials: S
authors.lastname: Cao
authors.forename: Hongmin
authors.initials: H
authors.lastname: Liu
authors.forename: Wen
authors.initials: W
authors.lastname: Xu
authors.forename: Xincheng
authors.initials: X
authors.lastname: Liao
authors.forename: Yufen
authors.initials: Y
authors.lastname: Zhao
mesh_terms: D006027:Glycosides / Q000737:chemistry*; D007211:Indoles / Q000032:analysis* / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D006027:Glycosides; D007211:Indoles; C030374:indole