Hydrogen Rearrangement to and from Radical z Fragments in Electron Capture Dissociation of Peptides

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作者：
Savitski, Mikhail M. [1 ]
Kjeldsen, Frank [1 ]
Nielsen, Michael L. [1 ]
Zubarev, Roman A. [1 ]
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[1] Laboratory for Biological and Medical Mass Spectrometry, Uppsala University, Uppsala, Sweden
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| 1600年 / Elsevier Inc., 360 Park Avenue South, New York, NY 10010, United States卷 / 18期
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Hydrogen rearrangement is an important process in radical chemistry. A high degree of H&middot rearrangement to and from z&middot ionic fragments (combined occurrence frequency 47% compared with that of z&middot) is confirmed in analysis of 15,000 tandem mass spectra of tryptic peptides obtained with electron capture dissociation (ECD), including previously unreported double H&middot losses. Consistent with the radical character of H&middot abstraction, the residue determining the formation rate of z′ = z&middot + H&middot species is found to be the N-terminal residue in z&middot species. The size of the complementary cm′ fragment turned out to be another important factor, with z′ species dominating over z&middot ions for m &le 6. The H&middot atom was found to be abstracted from the side chains as well as from α-carbon groups of residues composing the c′ species, with Gln and His in the c′ fragment promoting H&middot donation and Asp and Ala opposing it. Ab initio calculations of formation energies of &middotA radicals (A is an amino acid) confirmed that the main driving force for H&middot abstraction by z&middot is the process exothermicity. No valid correlation was found between the N{single bond}Cα bond strength and the frequency of this bond cleavage, indicating that other factors than thermochemistry are responsible for directing the site of ECD cleavage. Understanding hydrogen attachment to and loss from ECD fragments should facilitate automatic interpretation ECD mass spectra in protein identification and characterization, including de novo sequencing. © 2007 American Society for Mass Spectrometry;
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