Site-specific radical directed dissociation of peptides at phosphorylated residues

Journal of the American Chemical Society
Jolene K Diedrich, Ryan R Julian

Abstract

Site-specific fragmentation of peptides at phosphorylated serine or threonine residues is demonstrated. This radical directed cleavage is accomplished by a two-step procedure. First the phosphate is replaced with naphthalenethiol using well established Michael Addition chemistry. Second, the modified peptide is electrosprayed and subjected to irradiation at 266 nm. Absorption at naphthalene causes homolytic cleavage of the connecting carbon-sulfur bond yielding a radical in the beta-position. Subsequent rearrangement cleaves the peptide backbone yielding a d-type fragment. This chemistry is generally applicable as demonstrated by experiments with several different peptides. Assignment of phosphorylation sites is greatly facilitated by this approach, particularly for peptides containing multiple serine or threonine residues.

Citations

Apr 25, 2012·Analytical and Bioanalytical Chemistry·Jolene K Diedrich, Ryan R Julian
Apr 8, 2011·Journal of the American Society for Mass Spectrometry·Byoung Joon Ko, Jennifer S Brodbelt
Apr 8, 2011·Journal of the American Society for Mass Spectrometry·Christopher L MossFrantišek Tureček
Sep 29, 2011·Journal of the American Society for Mass Spectrometry·Yun ZhangHao Chen
Sep 29, 2011·Journal of the American Society for Mass Spectrometry·Sandra OsburnVictor Ryzhov
Dec 31, 2011·Journal of the American Society for Mass Spectrometry·Benjamin MooreRyan R Julian
Jan 31, 2013·Journal of the American Society for Mass Spectrometry·Xing Zhang, Ryan R Julian
Apr 24, 2013·Journal of the American Society for Mass Spectrometry·Christopher S HansenAdam J Trevitt
Feb 3, 2009·Journal of the American Society for Mass Spectrometry·Zhenjiu Liu, Ryan R Julian
Mar 4, 2009·Journal of the American Society for Mass Spectrometry·Chi-Kit SiuK W Michael Siu
Jun 12, 2009·Journal of the American Society for Mass Spectrometry·Amandine RacaudJérôme Lemoine
Oct 20, 2009·Journal of the American Society for Mass Spectrometry·Young Sik ShinMyung Soo Kim
Feb 23, 2010·Journal of the American Society for Mass Spectrometry·Xiaojuan LiPeter B O'Connor
Jul 27, 2011·Analytical Chemistry·Jolene K Diedrich, Ryan R Julian
May 9, 2013·Chemical Reviews·František Tureček, Ryan R Julian
Jan 31, 2012·Physical Chemistry Chemical Physics : PCCP·Benjamin N Moore, Ryan R Julian
Sep 19, 2014·Journal of the American Society for Mass Spectrometry·William D Hoffmann, Glen P Jackson
Nov 6, 2015·Analytical Chemistry·Nicholas M Riley, Joshua J Coon
May 28, 2014·Mass Spectrometry Reviews·Han Bin Oh, Bongjin Moon
Jul 7, 2011·Rapid Communications in Mass Spectrometry : RCM·Qingyu Sun, Ryan R Julian
Feb 5, 2011·Mass Spectrometry Reviews·Amanda M PalumboGavin E Reid
Nov 6, 2009·Rapid Communications in Mass Spectrometry : RCM·Soojin ParkHan Bin Oh
Aug 11, 2016·Journal of the American Society for Mass Spectrometry·James G BonnerRyan R Julian
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Jun 21, 2017·Physical Chemistry Chemical Physics : PCCP·Xiaoyan MuIvan K Chu
Apr 7, 2018·Journal of the American Society for Mass Spectrometry·Lance E Talbert, Ryan R Julian
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Mar 21, 2012·Chemistry : a European Journal·James A MadsenJennifer S Brodbelt
Oct 9, 2014·Physical Chemistry Chemical Physics : PCCP·Cheuk-Kuen LaiIvan K Chu

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