Tunable Charge Tags for Electron-Based Methods of Peptide Sequencing: Design and Applications |
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Authors: | Magdalena Zimnicka Christopher L Moss Thomas W Chung Renjie Hui František Tureček |
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Institution: | (1) Department of Chemistry, University of Washington, Bagley Hall, Box 351700, Seattle, WA 98195-1700, USA;(2) Present address: DCMR, Ecole Polytechnique, Palaiseau, France; |
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Abstract: | Charge tags using basic auxiliary functional groups 6-aminoquinolinylcarboxamido, 4-aminopyrimidyl-1-methylcarboxamido, 2-aminobenzoimidazolyl-1-methylcarboxamido,
and the fixed-charge 4-(dimethylamino)pyridyl-1-carboxamido moiety are evaluated as to their properties in electron transfer
dissociation mass spectra of arginine C-terminated peptides. The neutral tags have proton affinities that are competitive
with those of amino acid residues in peptides. Charge reduction by electron transfer from fluoranthene anion-radicals results
in peptide backbone dissociations that improve sequence coverage by providing extensive series of N-terminal c-type fragments without impeding the formation of C-terminal z fragments. Comparison of ETD mass spectra of free and tagged peptides allows one to resolve ambiguities in fragment ion assignment
through mass shifts of c ions. Simple chemical procedures are reported for N-terminal tagging of Arg-containing tryptic peptides. |
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