Neighboring group versus cis-elimination mechanisms for side chain loss from protonated methionine, methionine sulfoxide and their peptides
Author(s)
O'Hair, RAJ; Reid, GE;
Details
Publication Year 1999, Volume 5, Issue #5, Page 325-334
Journal Title
EUROPEAN MASS SPECTROMETRY
Publication Type
Journal Article
Abstract
The gas-phase fragmentation reactions of protonated methionine and methionine containing dipeptides have been compared with their methionine sulfoxide oxidized forms using tandem mass spectrometry (MS/MS). A structurally diagnostic fragment ion for methionine sulfoxide involves side chain loss of neutral CH3SOH. The mechanism for this loss has been probed using a combination of labelling experiments (both deuterium isotope and structural) as well as MS/MS/MS experiments. Charge-directed neighboring group processes compete with or dominate over charge-remote cis eliminations in all cases.
Publisher
IM PUBLICATIONS
Keywords
MASS-SPECTROMETRY; FRAGMENTATION REACTIONS; ION CHEMISTRY; AMINO-ACIDS; IDENTIFICATION; DERIVATIVES; SPECTRA; PROTEINS; CLEAVAGE; CYSTEINE
Publisher's Version
https://doi.org/10.1255/ejms.292
Rights Notice
Refer to copyright notice on published article.


Creation Date: 1999-01-01 12:00:00
Last Modified: 0001-01-01 12:00:00
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