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Query: faculty: "FNWI" and publication year: "2012"

AuthorsJ. Grzetic, J. Oomens
TitleSpectroscopic evidence for an oxazolone structure in anionic b-type peptide fragments
JournalJournal of the American Society for Mass Spectrometry
FacultyFaculty of Science
Institute/dept.FNWI: Van 't Hoff Institute for Molecular Sciences (HIMS)
AbstractInfrared spectra of anionic b-type fragments generated by collision induced dissociation (CID) from deprotonated peptides are reported. Spectra of the b2 fragments of deprotonated AlaAlaAla and AlaTyrAla have been recorded over the 800–1800 cm–1 spectral range by multiple-photon dissociation (MPD) spectroscopy using an FTICR mass spectrometer in combination with the free electron laser FELIX. Structural characterization of the b-type fragments is accomplished by comparison with density functional theory calculated spectra at the B3LYP/6-31++G(d,p) level for different isomeric structures. Although diketopiperazine structures represent the energetically lowest isomers, the IR spectra suggest an oxazolone structure for the b2 fragments of both peptides. Deprotonation is shown to occur on the oxazolone α-carbon, which leads to a conjugated structure in which the negative charge is practically delocalized over the entire oxazolone ring, providing enhanced gas-phase stability.
Document typeArticle
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