Radical rearrangement and transfer reactions in proteins

被引:5
作者
Schoneich, Christian [1 ]
机构
[1] Univ Kansas, Dept Pharmaceut Chem, Lawrence, KS 66047 USA
来源
PROTEIN OXIDATION | 2020年 / 64卷 / 01期
关键词
INTRAMOLECULAR HYDROGEN-TRANSFER; CYSTEINE THIYL RADICALS; NITROGEN-CENTERED RADICALS; METAL-CATALYZED OXIDATION; AMINO-ACIDS; ATOM TRANSFER; EXCHANGE EQUILIBRIA; CHAIN OXIDATION; H BONDS; PEPTIDES;
D O I
10.1042/EBC20190046
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Radical rearrangement and transfer reactions play an important role in the chemical modifications of proteins in vivo and in vitro. These reactions depend on protein sequence, as well as structure and dynamics. Frequently, these reactions have well-defined precedents in the organic chemistry literature, but their occurrence in proteins provides a stage for a number of novel and, perhaps, unexpected reaction products. This essay will provide an overview over a few representative examples of radical rearrangement and transfer reactions.
引用
收藏
页码:87 / 96
页数:10
相关论文
共 80 条
  • [1] Liquid-liquid phase separation of the microtubule-binding repeats of the Alzheimer-related protein Tau
    Ambadipudi, Susmitha
    Biernat, Jacek
    Riedel, Dietmar
    Mandelkow, Eckhard
    Zweckstetter, Markus
    [J]. NATURE COMMUNICATIONS, 2017, 8
  • [2] Hydrogen-Atom Abstraction from a Model Amino Acid: Dependence on the Attacking Radical
    Amos, Ruth I. J.
    Chan, Bun
    Easton, Christopher J.
    Radom, Leo
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2015, 119 (03) : 783 - 788
  • [3] Photo-oxidation of IgG1 and Model Peptides: Detection and Analysis of Triply Oxidized His and Trp Side Chain Cleavage Products
    Bane, Jessica
    Mozziconacci, Olivier
    Yi, Li
    Wang, Y. John
    Sreedhara, Alavattam
    Schoneich, Christian
    [J]. PHARMACEUTICAL RESEARCH, 2017, 34 (01) : 229 - 242
  • [4] BENKIRANE N, 1993, J BIOL CHEM, V268, P26279
  • [5] Why Are DNA and Protein Electron Transfer So Different?
    Beratan, David N.
    [J]. ANNUAL REVIEW OF PHYSICAL CHEMISTRY, VOL 70, 2019, 70 : 71 - 97
  • [6] The Immunogenicity of Antibody Aggregates in a Novel Transgenic Mouse Model
    Bessa, Juliana
    Boeckle, Sabine
    Beck, Hermann
    Buckel, Thomas
    Schlicht, Sonja
    Ebeling, Martin
    Kiialainen, Anna
    Koulov, Atanas
    Boll, Bjorn
    Weiser, Thomas
    Singer, Thomas
    Rolink, Antonius G.
    Iglesias, Antonio
    [J]. PHARMACEUTICAL RESEARCH, 2015, 32 (07) : 2344 - 2359
  • [7] Stabilization of sulfide radical cations through complexation with the peptide bond:: Mechanisms relevant to oxidation of proteins containing multiple methionine residues
    Bobrowski, Krzysztof
    Hug, Gordon L.
    Pogocki, Dariusz
    Marciniak, Bronislaw
    Schoeneich, Christian
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2007, 111 (32) : 9608 - 9620
  • [8] Extensive Chemical Modifications in the Primary Protein Structure of IgG1 Subvisible Particles Are Necessary for Breaking Immune Tolerance
    Boll, Bjorn
    Bessa, Juliana
    Folzer, Emilien
    Quiroz, Anacelia Rios
    Schmidt, Roland
    Bulau, Patrick
    Finkler, Christof
    Mahler, Hanns-Christian
    Huwyler, Jorg
    Iglesias, Antonio
    Koulov, Atanas V.
    [J]. MOLECULAR PHARMACEUTICS, 2017, 14 (04) : 1292 - 1299
  • [9] Identification of D-Amino Acids in Light Exposed mAb Formulations
    Bommana, Rupesh
    Subelzu, Natalia
    Mozziconacci, Olivier
    Sreedhara, Alavattam
    Schoneich, Christian
    [J]. PHARMACEUTICAL RESEARCH, 2018, 35 (11)
  • [10] Glycine decarboxylation: The free radical mechanism
    Bonifacic, M
    Stefanic, I
    Hug, GL
    Armstrong, DA
    Klaus-Dieter, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (38) : 9930 - 9940