Deamidation Reactions of Asparagine- and Glutamine-Containing Dipeptides Investigated by Ion Spectroscopy

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Deamidation Reactions of Asparagine- and Glutamine-Containing Dipeptides Investigated by Ion Spectroscopy

Deamidation is a major fragmentation channel upon activation by collision induced dissociation (CID) for protonated peptides containing glutamine (Gln) and asparagine (Asn) residues. Here, we investigate these NH3-loss reactions for four Asn- and Gln-containing protonated peptides in terms of the resulting product ion structures using infrared ion spectroscopy with the free electron laser FELIX...

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Deamidation reactions of protonated asparagine and glutamine investigated by ion spectroscopy.

RATIONALE Deamidation of Asn and Gln residues is a primary route for spontaneous post-translational protein modification. Several structures have been proposed for the deamidation products of the protonated amino acids. Here we verify these structures by ion spectroscopy, as well as the structures of parallel and sequential fragmentation products. METHODS Infrared ion spectroscopy using the f...

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Deamidation of Protonated Asparagine–Valine Investigated by a Combined Spectroscopic, Guided Ion Beam, and Theoretical Study

Peptide deamidation of asparaginyl residues is a spontaneous post-translational modification that is believed to play a role in aging and several diseases. It is also a well-known small-molecule loss channel in the MS/MS spectra of protonated peptides. Here we investigate the deamidation reaction, as well as other decomposition pathways, of the protonated dipeptide asparagine-valine ([AsnVal + ...

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Transamination and associated deamidation of asparagine and glutamine.

With this system, no deamidation of glutamine occurred in the absence of a-keto acid, and, with all keto acids tested except two (pyruvate and a-ketobutyrate), transamination was absent or extremely slow when glutamate was substituted for glutamine. Experiments with W-labeled glutamine indicated that the ammonia evolved during this reaction was derived from t.he amide group of glutamine. Althou...

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Alkali metal ion binding to glutamine and glutamine derivatives investigated by infrared action spectroscopy and theory.

The gas-phase structures of alkali-metal cationized glutamine are investigated by using both infrared multiple photon dissociation (IRMPD) action spectroscopy, utilizing light generated by a free electron laser, and theory. The IRMPD spectra contain many similarities that are most consistent with glutamine adopting nonzwitterionic forms in all ions, but differences in the spectra indicate that ...

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ژورنال

عنوان ژورنال: Journal of The American Society for Mass Spectrometry

سال: 2016

ISSN: 1044-0305,1879-1123

DOI: 10.1007/s13361-016-1462-5