ArticleJournal of the American Society for Mass Spectrometry2007
Observation of zwitterion formation in the gas-phase H/D-exchange with CH(3)OD: solution-phase structures in the gas phase.
Article in Journal of the American Society for Mass Spectrometry, 2007. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
What it found
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Who cites it
5 citing papers in PubMed.
- Infrared Multiple Photon Dissociation Spectroscopy of Cationized Canavanine: Side-Chain Substitution Influences Gas-Phase Zwitterion FormationInternational journal of mass spectrometry · 2018Article
- Studying Gas-Phase Interconversion of Tautomers Using Differential Mobility Spectrometry.Journal of the American Society for Mass Spectrometry · 2016Article
- Competing noncovalent host-guest interactions and H/D exchange: reactions of benzyloxycarbonyl-proline glycine dipeptide variants with ND3.Journal of the American Society for Mass Spectrometry · 2015Article
- On the zwitterionic nature of gas-phase peptides and protein ions.PLoS computational biology · 2010Article
- Highly dynamic motion of crown ethers along oligolysine peptide chains.Nature chemistry · 2009Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Infrared spectroscopy of gas-phase singly deuterated [Trp + K](+) (formed by H/D exchange with CH(3)OD) shows that some (approximately 20%) kinetically stable zwitterionic (ZW) conformer is formed, based on the diagnostic antisymmetric CO stretch of the deprotonated carboxylate moiety, upsilon(as)(CO(2)(-)), at 1680 cm(-1). A majority of the deuterated [Trp + K](+) is found to be in the charge solvation (CS) conformation, with deuterium exchange occurring on both the acid and amino groups, which is consistent with H/D scrambling. Interestingly, H/D exchange with the more basic ND(3) reagent did not result in the stabilization of a kinetically stable zwitterion, although it is not clear yet what causes this observation. The result for CH(3)OD shows that H/D exchange can in fact alter the structure of the analyte and, hence, care needs to be taken when interpreting gas-phase H/D exchange studies. Moreover, this result shows the possibility of forming solution-phase structures that are thermodynamically disfavored in the gas phase, thus opening a new area of study.
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Registered trials
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