Title

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

Publication Date

2015

Journal

International Journal of Mass Spectrometry

Volume

381

First Page

25

Last Page

32

Abstract

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.

DOI

10.1016/j.ijms.2015.03.005

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