Gas-phase rearrangement reaction of Schiff-base-modified peptide ions.

ABSTRACT:

Rationale

Schiff base modification of peptides has been shown to facilitate their primary structural characterization via tandem mass spectrometry. However, we have discovered a novel rearrangement reaction via ion trap collisional activation involving the imine of the Schiff base and one of several functional groups, particularly the side chains of the basic residues lysine, arginine, and histidine, in the peptide.

Methods

Gas-phase ion/ion reactions involving an aldehyde-containing reagent were used to generate Schiff-base-modified model peptides in a hybrid triple quadrupole/linear ion trap tandem mass spectrometer. Subsequent ion trap collisional activation was used to study the rearrangement reaction.

Results

Schiff-base-modified peptide ions were found to underg

SUBMITTER: Wang N 

PROVIDER: S-EPMC6657513 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature