NDLI: Formation and Dissociation of Phosphorylated Peptide Radical Cations

Content Provider	Springer Nature Link
Author	Kong, Ricky P. W. Quan, Quan Hao, Qiang Lai, Cheuk Kuen Siu, Chi Kit Chu, Ivan K.
Copyright Year	2012
Abstract	In this study, we generated phosphoserine- and phosphothreonine-containing peptide radical cations through low-energy collision-induced dissociation (CID) of the ternary metal–ligand phosphorylated peptide complexes [Cu$^{II}$(terpy)$_{ p }$M]$^{·2+}$ and [Co$^{III}$(salen)$_{ p }$M]$^{·+}$ [$_{ p }$M: phosphorylated angiotensin III derivative; terpy: 2,2':6',2''-terpyridine; salen: N,N '-ethylenebis(salicylideneiminato)]. Subsequent CID of the phosphorylated peptide radical cations ($_{ p }$M$^{·+}$) revealed fascinating gas-phase radical chemistry, yielding (1) charge-directed b- and y-type product ions, (2) radical-driven product ions through cleavages of peptide backbones and side chains, and (3) different degrees of formation of [M – H$_{3}$PO$_{4}$]$^{·+}$ species through phosphate ester bond cleavage. The CID spectra of the $_{ p }$M$^{·+}$ species and their non-phosphorylated analogues featured fragment ions of similar sequence, suggesting that the phosphoryl group did not play a significant role in the fragmentation of the peptide backbone or side chain. The extent of neutral H$_{3}$PO$_{4}$ loss was influenced by the peptide sequence and the initial sites of the charge and radical. A preliminary density functional theory study, at the B3LYP 6-311++G(d,p) level of theory, of the neutral loss of H$_{3}$PO$_{4}$ from a prototypical model—N-acetylphosphorylserine methylamide—revealed several factors governing the elimination of neutral phosphoryl groups through charge- and radical-induced mechanisms.
Starting Page	2094
Ending Page	2101
Page Count	8
File Format	PDF
ISSN	10440305
Journal	Journal of The American Society for Mass Spectrometry
Volume Number	23
Issue Number	12
e-ISSN	18791123
Language	English
Publisher	Springer-Verlag
Publisher Date	2012-09-12
Publisher Institution	The American Society for Mass Spectrometry
Publisher Place	New York
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Formation Dissociation Collision-induced dissociation Phosphorylated peptide radical cations DFT calculation Organic Chemistry Analytical Chemistry Proteomics Biotechnology Bioinformatics
Content Type	Text
Resource Type	Article
Subject	Spectroscopy Structural Biology

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4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
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