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Electrospray tandem mass spectrometry of aminochromes

Title
Electrospray tandem mass spectrometry of aminochromes
Type
Article in International Scientific Journal
Year
2001
Authors
Lemos Amado, F
(Author)
Other
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Domingues, P
(Author)
Other
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Ferrer Correia, A
(Author)
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Remiao, F
(Author)
FFUP
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Milhazes, N
(Author)
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Borges, F
(Author)
FFUP
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Carvalho, FD
(Author)
FFUP
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Bastos, ML
(Author)
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Journal
Vol. 15
Pages: 2466-2471
ISSN: 0951-4198
Publisher: Wiley-Blackwell
Scientific classification
FOS: Natural sciences > Chemical sciences
Other information
Authenticus ID: P-000-XV0
Abstract (EN): The catecholamines adrenaline, noradrenaline, dopamine, dopa and isoprenaline were oxidized into their respective aminochromes: adrenochrome, noradrenochrome, dopaminochrome, dopachrome and isoprenochrome. Tandem mass spectrometry (MS/MS) fragmentation patterns were examined for the five aminochromes in order to establish a general structural assignment of these oxidation products by electrospray mass spectrometry. Although protonated aminochromes undergo similar fragmentation patterns with a characteristic consecutive loss of two carbonyl groups, the presence of different substituents in the parent compounds led to significant changes in the CID spectra. This feature is more evident for isoprenochrome and dopachrome, especially for the latter where the MS/MS spectrum is dominated by the loss of formic acid. A general pattern of fragmentation for aminochromes is proposed, which should provide a suitable basis to aid their characterization in studies in vivo or in vitro. Copyright (C) 2001 John Wiley & Sons, Ltd.
Language: English
Type (Professor's evaluation): Scientific
No. of pages: 6
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