Publication Type Journal Article
Title Characterization of cationic glycoporphyrins by electrospray tandem mass spectrometry
Authors Eduarda M. P. Silva Vanda Vaz Serra Anderson O. Ribeiro João P. C. Tomé Pedro Domingues M. Amparo F. Faustino M. Graca P. M. S. Neves Augusto C. Tome Jose A. S. Cavaleiro Antonio J. Ferrer-Correia Yassuko Iamamoto M. Rosario M. Domingues
Groups
Journal RAPID COMMUNICATIONS IN MASS SPECTROMETRY
Year 2006
Month
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Volume 20
Number 23
Pages 3605-3611
Abstract Novel cationic porphyrin derivatives having a galactose or a bis(isopropylidene)galactose unit linked directly to a pyridine or to an aminophenyl group were characterized by electrospray tandem mass spectrometry (ESI-MS/MS). The electrospray mass spectra (ESI-MS) show the M+ ions, since these porphyrins are already monocharged in solution. The fragmentation of these ions under ESI-MS/MS conditions was studied and it was found that elimination of the sugar residue as a radical (-163 or -243 Da) is a common fragmentation pathway. Loss of the sugar unit as a neutral fragment (-162 or -242 Da) and cross-ring fragmentations typical of glyco-derivatives are also observed for the pyridinium glycoporphyrins, but they are absent in the case of ammonium glycoporphyrins. The cationic beta-pyridiniumvinyl porphyrins show an atypical fragmentation due to the cleavage of the C-5-C-6 bond of the sugar unit. Overall, the different patterns of fragmentation observed in the ESI-MS/MS spectra of the sugar pyridinium porphyrins and of the sugar ammonium phenyl porphyrins can give important information about the type of spacer between the porphyrin and the sugar unit. Copyright (c) 2006 John Wiley \& Sons, Ltd.
DOI http://dx.doi.org/10.1002/rcm.2766
ISBN
Publisher
Book Title
ISSN 0951-4198
EISSN
Conference Name
Bibtex ID ISI:000242535200016
Observations
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