ArticleJournal of the American Chemical Society2009
Evidence of diketopiperazine and oxazolone structures for HA b2+ ion.
Article in Journal of the American Chemical Society, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 41 papers.
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Who cites it
41 citing papers in PubMed.
- Competition between Charge- and Radical-Driven Dissociations in the Molecular Radical Cations of Tripeptides.ACS physical chemistry Au · 2026Article
- A spectroscopic test suggests that fragment ion structure annotations in MS/MS libraries are frequently incorrect.Communications chemistry · 2024Article
- Gas Phase Fragmentation Behavior of Proline in MacrocyclicJournal of the American Society for Mass Spectrometry · 2023Article
- Influence of N Terminus Amino Acid on Peptide Cleavage in Solution through Diketopiperazine Formation.Journal of the American Society for Mass Spectrometry · 2022Article
- Mass spectral and theoretical investigations of the transient proton-bound dimers on the cleavage processes of the peptide GHK and its analogues.RSC advances · 2021Article
- Water Loss from Protonated XxxSer and XxxThr Dipeptides Gives Oxazoline-Not Oxazolone-Product Ions.Journal of the American Society for Mass Spectrometry · 2020Article
- Spectroscopic Evidence for Lactam Formation in Terminal Ornithine bJournal of the American Society for Mass Spectrometry · 2019Article
- Comment on: "Quantum Chemical Mass Spectrometry: Verification and Extension of the Mobile Proton Model for Histidine" by Julie Cautereels and Frank Blockhuys, J. Am. Soc. Mass Spectrom. 28, 1227-1235 (2017).Journal of the American Society for Mass Spectrometry · 2017Article
- Participation of C-H Protons in the Dissociation of a Proton Deficient Dipeptide.Journal of the American Society for Mass Spectrometry · 2017Article
- Molecular identification in metabolomics using infrared ion spectroscopy.Scientific reports · 2017Article
- Deamidation Reactions of Asparagine- and Glutamine-Containing Dipeptides Investigated by Ion Spectroscopy.Journal of the American Society for Mass Spectrometry · 2016Article
- Structural identification of electron transfer dissociation products in mass spectrometry using infrared ion spectroscopy.Nature communications · 2016Article
- Making Mass Spectrometry See the Light: The Promises and Challenges of Cryogenic Infrared Ion Spectroscopy as a Bioanalytical Technique.Journal of the American Society for Mass Spectrometry · 2016Article
- 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
- Peptide scrambling during collision-induced dissociation is influenced by N-terminal residue basicity.Journal of the American Society for Mass Spectrometry · 2014Article
- Loss of internal backbone carbonyls: additional evidence for sequence-scrambling in collision-induced dissociation of y-type ions.Journal of the American Society for Mass Spectrometry · 2014Article
- Article
- Collision-induced dissociation of diazirine-labeled peptide ions. Evidence for Brønsted-acid assisted elimination of nitrogen.Journal of the American Society for Mass Spectrometry · 2014Article
- Evidence for sequence scrambling and divergent H/D exchange reactions of doubly-charged isobaric b-type fragment ions.Journal of the American Society for Mass Spectrometry · 2014Article
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Authors and funding
6 authors.
Funding
Abstract
Peptide fragmentation can lead to an oxazolone or diketopiperazine b(2)(+) ion structure. IRMPD spectroscopy combined with computational modeling and gas-phase H/D exchange was used to study the structure of the b(2)(+) ion from protonated HAAAA. The experimental spectrum of the b(2)(+) ion matches both the experimental spectrum for the protonated cyclic dipeptide HA (a commercial diketopiperazine) and the theoretical spectrum for a diketopiperazine protonated at the imidazole pi nitrogen. A characteristic band at 1875 cm(-1) and increased abundance of the peaks at 1619 and 1683 cm(-1) indicate a second population corresponding to an oxazolone species. H/D exchange also shows a mixture of two populations consistent with a mixture of b(2)(+) ion diketopiperazine and oxazolone structures.
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