ArticleThe journal of physical chemistry. A2013
Influence of N-terminal residue composition on the structure of proline-containing b2+ ions.
Article in The journal of physical chemistry. A, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed, 28 citations in OpenAlex.
- A Direct Measurement of the Absolute Energies of Protonated Gly-Pro-Gly-Gly Conformations Using Ion Mobility Spectrometry and Guided Ion Beam Tandem Mass Spectrometry.Chemphyschem : a European journal of chemical physics and physical chemistry · 2025Article
- Gas Phase Fragmentation Behavior of Proline in MacrocyclicJournal of the American Society for Mass Spectrometry · 2023Article
- Spectroscopic Evidence for Lactam Formation in Terminal Ornithine bJournal of the American Society for Mass Spectrometry · 2019Article
- Participation of C-H Protons in the Dissociation of a Proton Deficient Dipeptide.Journal of the American Society for Mass Spectrometry · 2017Article
- Infrared Multiple-Photon Dissociation Action Spectroscopy of the bJournal of the American Society for Mass Spectrometry · 2017Article
- Proton Mobility in b₂ Ion Formation and Fragmentation Reactions of Histidine-Containing Peptides.Journal of the American Society for Mass Spectrometry · 2016Article
- Formation of a(1) ions directly from oxazolone b(2) ions: an energy-resolved and computational study.Journal of the American Society for Mass Spectrometry · 2015Article
- Investigations of the mechanism of the "proline effect" in tandem mass spectrometry experiments: the "pipecolic acid effect".Journal of the American Society for Mass Spectrometry · 2014Article
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Authors and funding
5 authors at 3 institutions in 2 countries.
Funding
Abstract
To probe the structural implications of the proline residue on its characteristic peptide fragmentation patterns, in particular its unusual cleavage at its C-terminus in formation of a b(2) ion in XxxProZzz sequences, the structures of a series of proline-containing b(2)(+) ions were studied by using action infrared multiphoton dissociation (IRMPD) spectroscopy and fragment ion hydrogen-deuterium exchange (HDX). Five different Xxx-Pro b(2)(+) ions were studied, with glycine, alanine, isoleucine, valine, or histidine in the N-terminal position. The residues selected feature different sizes, chain lengths, and gas phase basicities to explore whether the structure of the N-terminal residue influences the Xxx-Pro b(2)(+) ion structure. In proteins, the proline side chain-to-backbone attachment causes its peptide bonds to be in the cis conformation more than any other amino acid, although trans is still favored over cis. However, HP is the only b(2)(+) ion studied here that forms the diketopiperazine exclusively. The GP, AP, IP, and VP b(2)(+) ions formed from protonated tripeptide precursors predominantly featured oxazolone structures with small diketopiperazine contributions. In contrast to the b(2)(+) ions generated from tripeptides, synthetic cyclic dipeptides VP and HP were confirmed to have exclusive diketopiperazine structures.
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