H. El Aribi
- a2 ion derived from triglycine: an N1-protonated 4-imidazolidinone
- The Journal of Physical Chemistry Letters
- Volume | Issue number
- 1 | 5
- Pages (from-to)
- Document type
- Faculty of Science (FNWI)
- Van 't Hoff Institute for Molecular Sciences (HIMS)
Fragmentation of protonated peptides in the gas phase constitutes the basis for gas-phase sequencing of peptides using tandem mass spectrometry. Several mechanistic studies have indicated possible loss of b(n) ion sequence information as a consequence of macrocycle formation from internal nucleophilic attacks. Here, we show by infrared multiple-photon dissociation spectroscopy and density functional theory that the prototypical a(2) ion generated from protonated triglycine is predominantly a cyclic N-1-protonated 4-imidazolidinone. Cyclization resulting from internal nucleophilic attacks therefore may be a more general phenomenon than anticipated.
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