Site-specific radical directed dissociation of peptides at phosphorylated residues

被引：0
|
作者：
Diedrich, Jolene K. [1 ]
Julian, Ryan R. [1 ]
机构：
[1] Department of Chemistry, University of California, Riverside, CA 92521, United States
来源：
Journal of the American Chemical Society | 2008年 / 130卷 / 37期
关键词：
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 β-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. Copyright © 2008 American Chemical Society;
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Journal article (JA)
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页码：12212 / 12213
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