NDLI: Formation of Anionic Peptide Radicals In Vacuo

Content Provider	Springer Nature Link
Author	Lam, Corey N. W. Chu, Ivan K.
Copyright Year	2006
Abstract	In this paper, we demonstrate for the first time the formation of radical anionic peptides [M−2H]$^{·−}$ through a one-electron transfer mechanism upon low-energy collision-induced dissociation (CID) of gas-phase singly charged [Mn$^{III}$(salen)(M−2H)]$^{·−}$ complex ions [where salen is N,N′-ethylenebis(salicylideneiminato) and M is an angiotensin III derivative]. The types of fragment ions formed from [M−2H]$^{·−}$ share some similarities with those from the cationic radical peptides M$^{·+}$ and [M+H]$^{·2+}$, but differ significantly from those of the corresponding deprotonated peptides [M−H]$^{−}$. Fragmentation of [M−2H]$^{·−}$ radical anionic angiotensin III derivatives leads preferentially to product ions of side-chain cleavage of amino acid residues, z-type and minor x-type fragment ions, most of which are types rarely observed in low-energy CID spectra of deprotonated analogs. The degree of competitive dissociation of the complexes is highly dependent on the nature of the substituted salen derivatives. The yields of anionic peptide radicals were enhanced to the greatest extent when electron withdrawing groups were positioned at the 5 and 5′ positions, but the effect was rather modest when such groups resided at the 3 and 3′ positions. Substituting a cyclohexyl unit of a salen with phenyl or naphthyl moieties at the 8 and 8′ positions also facilitated electron-transfer pathways.
Starting Page	1249
Ending Page	1257
Page Count	9
File Format	PDF
ISSN	10440305
Journal	Journal of The American Society for Mass Spectrometry
Volume Number	17
Issue Number	9
e-ISSN	18791123
Language	English
Publisher	Springer-Verlag
Publisher Date	2006-09-01
Publisher Institution	The American Society for Mass Spectrometry
Publisher Place	New York
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Analytical Chemistry Biotechnology Organic Chemistry Proteomics Bioinformatics
Content Type	Text
Resource Type	Article
Subject	Spectroscopy Structural Biology

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