Formation of Deprotonated 2-Imidazoline-4(5)-One Product Ions in the Collision-Induced Dissociation of Some Serine-Containing Dipeptides

Authors

James Swan, Bucknell UniversityFollow
Peter M. Findeis, Bucknell UniversityFollow
Sheena Hilton, Bucknell University
Kathryn M. Lebold, Bucknell University
Berhane Temelso, Bucknell UniversityFollow
George C. Shields, Bucknell UniversityFollow

Publication Date

2015

Description

A deprotonated 2-imidazoline-4(5)-one product ion was observed as a major fragment in the collision-induced dissociation (CID) of several dipeptides containing serine at the C-terminal and an amino acid with an alkyl substituent at the N-terminal. This fragment becomes predominant at high collision energies. The same type of product ion was seen in the CID of cyclo(GlyGly). Labeling GlySer with O-18 suggests that the fragmentation may proceed through a symmetrical intermediate such as a deprotonated diketopiperazine. Density functional theory calculations of GlySer provided a possible mechanism for the fragmentation. (C) 2015 Elsevier B.V. All rights' reserved.

Journal

International Journal of Mass Spectrometry

Volume

381

First Page

25

Last Page

32

Department

Chemistry

Link to Published Version

dx.doi.org/10.1016/j.ijms.2015.03.005

DOI

10.1016/j.ijms.2015.03.005

Recommended Citation

Swan, James; Findeis, Peter M.; Hilton, Sheena; Lebold, Kathryn M.; Temelso, Berhane; and Shields, George C.. "Formation of Deprotonated 2-Imidazoline-4(5)-One Product Ions in the Collision-Induced Dissociation of Some Serine-Containing Dipeptides." International Journal of Mass Spectrometry (2015) : 25-32.