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- W2061457548 endingPage "178" @default.
- W2061457548 startingPage "165" @default.
- W2061457548 abstract "In this study, peptides were derivatized by reaction with salicylaldehyde to create N-terminal imines (Schiff bases). Collision-induced dissociation of the imine-modified peptides produces a complete series of b and a ions (which reveal sequence). However, an unusual pathway is also observed, one that leads to elimination of the residue mass of the N-terminal amino acid despite the chemical modification to create the imine. This pathway was investigated further using infrared multiple-photon dissociation (IRMPD) spectroscopy and density functional theory with alanine-glycine-glycine (AGG) as the test peptide. The IRMPD spectrum for the product generated by loss of 71 from modified AGG (Sal-AGG) matches one predicted for protonated Sal-GG, as well as the IRMPD spectrum of glycine-glycine derivatized independently to produce a Schiff base. We conclude that the residue mass of the N-terminal amino acid is likely eliminated through a pathway that involves nucleophilic attack by an amide N atom and possible formation of an imidazole-4-one intermediate." @default.
- W2061457548 created "2016-06-24" @default.
- W2061457548 creator A5001417557 @default.
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- W2061457548 creator A5034934143 @default.
- W2061457548 creator A5034975974 @default.
- W2061457548 creator A5068455024 @default.
- W2061457548 date "2015-03-01" @default.
- W2061457548 modified "2023-10-06" @default.
- W2061457548 title "IRMPD spectroscopy reveals a novel rearrangement reaction for modified peptides that involves elimination of the N-terminal amino acid" @default.
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