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;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Journal article (JA)
引用
收藏
页码：12212 / 12213
相关论文
共 50 条
  • [1] Site-specific radical directed dissociation of peptides at phosphorylated residues
    Diedrich, Jolene K.
    Julian, Ryan R.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (37) : 12212 - +
  • [2] SITE-SPECIFIC MODULATION OF C-MYC COTRANSFORMATION BY RESIDUES PHOSPHORYLATED IN-VIVO
    PULVERER, BJ
    FISHER, C
    VOUSDEN, K
    LITTLEWOOD, T
    EVAN, G
    WOODGETT, JR
    ONCOGENE, 1994, 9 (01) : 59 - 70
  • [3] Site-specific pegylation of peptides and proteins
    Eynon, J.
    Ufre, M. L.
    Dong, J. Z.
    BIOPOLYMERS, 2011, 96 (04) : 439 - 439
  • [4] Multiple Reaction Monitoring to Identify Site-Specific Troponin I Phosphorylated Residues in the Failing Human Heart
    Zhang, Pingbo
    Kirk, Jonathan A.
    Ji, Weihua
    dos Remedios, Cristobal G.
    Kass, David A.
    Van Eyk, Jennifer E.
    Murphy, Anne M.
    CIRCULATION, 2012, 126 (15) : 1828 - U123
  • [5] Identification and Site-Specific Quantification of Novel Phosphorylated Residues in Cardiac Troponin I: Implications for Heart Failure
    Zhang, Pingbo
    Murphy, Anne M.
    Van Eyk, Jennifer E.
    CIRCULATION, 2010, 122 (21)
  • [6] SITE-SPECIFIC INCORPORATION OF NONNATURAL RESIDUES INTO PEPTIDES - EFFECT OF RESIDUE STRUCTURE ON SUPPRESSION AND TRANSLATION EFFICIENCIES
    BAIN, JD
    WACKER, DA
    KUO, EE
    CHAMBERLIN, AR
    TETRAHEDRON, 1991, 47 (14-15) : 2389 - 2400
  • [7] Facile Identification of Phosphorylation Sites in Peptides by Radical Directed Dissociation
    Diedrich, Jolene K.
    Julian, Ryan R.
    ANALYTICAL CHEMISTRY, 2011, 83 (17) : 6818 - 6826
  • [8] Site-Specific Chemistry Directed by a Bifunctional Nanostructured Surface
    Tang, Lin
    Zhang, Xin
    Guo, Quanmin
    LANGMUIR, 2010, 26 (07) : 4860 - 4864
  • [9] Phosphorylated serine and threonine residues promote site-specific fragmentation of singly charged, arginine-containing peptide ions
    Gehrig, Peter Max
    Roschitzki, Bernd
    Rutishauser, Dorothea
    Reiland, Sonja
    Schlapbach, Ralph
    RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2009, 23 (10) : 1435 - 1445
  • [10] Developing site-specific immobilization strategies of peptides in a microarray
    Lesaicherre, ML
    Uttamchandani, M
    Chen, GYJ
    Yao, SQ
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (16) : 2079 - 2083
12345