Expanding the functional diversity of proteins through cysteine oxidation

Current Opinion in Chemical Biology - Tập 12 - Trang 746-754 - 2008
Khalilah G Reddie1, Kate S Carroll1,2
1Life Sciences Institute, University of Michigan, Ann Arbor, MI 48109-2216, United States
2Department of Chemistry, University of Michigan, Ann Arbor, MI 48109-2216, United States

Tài liệu tham khảo

2008 Wypych, 2008, Human IgG2 antibodies display disulfide-mediated structural isoforms, J Biol Chem, 283, 16194, 10.1074/jbc.M709987200 Aversa, 2007, Recent advances and perspectives in the chemistry of sulfenic acids, Curr Org Chem, 11, 1034, 10.2174/138527207781369236 Poole, 2008, Discovering mechanisms of signaling-mediated cysteine oxidation, Curr Opin Chem Biol, 12, 18, 10.1016/j.cbpa.2008.01.021 Nagy, 2007, Reactive sulfur species: kinetics and mechanisms of the oxidation of cysteine by hypohalous acid to give cysteine sulfenic acid, J Am Chem Soc, 129, 14082, 10.1021/ja0737218 D’Autreaux, 2007, ROS as signalling molecules: mechanisms that generate specificity in ROS homeostasis, Nat Rev Mol Cell Biol, 8, 813, 10.1038/nrm2256 Ilbert, 2007, The redox-switch domain of Hsp33 functions as dual stress sensor, Nat Struct Mol Biol, 14, 556, 10.1038/nsmb1244 Poole, 2004, Protein sulfenic acids in redox signaling, Annu Rev Pharmacol Toxicol, 44, 325, 10.1146/annurev.pharmtox.44.101802.121735 Salsbury, 2008, Functional site profiling and electrostatic analysis of cysteines modifiable to cysteine sulfenic acid, Protein Sci, 17, 299, 10.1110/ps.073096508 Reddie, 2008, A chemical approach for detecting sulfenic acid-modified proteins in living cells, Mol Biosyst, 4, 521, 10.1039/b719986d Chen, 2008, A novel OxyR sensor and regulator of hydrogen peroxide stress with one cysteine residue in Deinococcus radiodurans, PLoS ONE, 3, e1602, 10.1371/journal.pone.0001602 Ma, 2007, Molecular mechanism of oxidative stress perception by the Orp1 protein, J Biol Chem, 282, 31429, 10.1074/jbc.M705953200 Reynaert, 2006, Dynamic redox control of NF-κB through glutaredoxin-regulated S-glutathionylation of inhibitory κB kinase beta, Proc Natl Acad Sci U S A, 103, 13086, 10.1073/pnas.0603290103 Wu, 2005, Activation of AP-1 through reactive oxygen species by angiotensin II in rat cardiomyocytes, Free Radic Biol Med, 39, 1601, 10.1016/j.freeradbiomed.2005.08.006 Xu, 2008, Molecular basis of the redox regulation of SUMO proteases: a protective mechanism of intermolecular disulfide linkage against irreversible sulfhydryl oxidation, FASEB J, 22, 127, 10.1096/fj.06-7871com Bossis, 2006, Regulation of SUMOylation by reversible oxidation of SUMO conjugating enzymes, Mol Cell, 21, 349, 10.1016/j.molcel.2005.12.019 Lassing, 2007, Molecular and structural basis for redox regulation of beta-actin, J Mol Biol, 370, 331, 10.1016/j.jmb.2007.04.056 Salmeen, 2003, Redox regulation of protein tyrosine phosphatase 1B involves a sulphenyl-amide intermediate, Nature, 423, 769, 10.1038/nature01680 Yang, 2007, Reversible oxidation of the membrane distal domain of receptor PTPalpha is mediated by a cyclic sulfenamide, Biochemistry, 46, 709, 10.1021/bi061546m Sivaramakrishnan, 2005, A chemical model for redox regulation of protein tyrosine phosphatase 1B (PTP1B) activity, J Am Chem Soc, 127, 10830, 10.1021/ja052599e Sarma, 2007, Redox regulation of protein tyrosine phosphatase 1B (PTP1B): a biomimetic study on the unexpected formation of a sulfenyl amide intermediate, J Am Chem Soc, 129, 8872, 10.1021/ja070410o Turell, 2008, Reactivity of sulfenic acid in human serum albumin, Biochemistry, 47, 358, 10.1021/bi701520y Nakamura, 2008, Oxidation of archaeal peroxiredoxin involves a hypervalent sulfur intermediate, Proc Natl Acad Sci U S A, 105, 6238, 10.1073/pnas.0709822105 Shetty, 2007, Characterization by tandem mass spectrometry of stable cysteine sulfenic acid in a cysteine switch peptide of matrix metalloproteinases, J Am Soc Mass Spectrom, 18, 1544, 10.1016/j.jasms.2007.05.013 Hamann, 2002, Quantitation of protein sulfinic and sulfonic acid, irreversibly oxidized protein cysteine sites in cellular proteins, Methods Enzymol, 348, 146, 10.1016/S0076-6879(02)48634-X Cremlyn, 1996 Huxtable, 1986, vol 6 Vivancos, 2005, A cysteine-sulfinic acid in peroxiredoxin regulates H2O2-sensing by the antioxidant Pap1 pathway, Proc Natl Acad Sci U S A, 102, 8875, 10.1073/pnas.0503251102 Wood, 2003, Peroxiredoxin evolution and the regulation of hydrogen peroxide signaling, Science, 300, 650, 10.1126/science.1080405 Nidetzky, 2007, Stability and stabilization of d-amino acid oxidase from the yeast Trigonopsis variabilis, Biochem Soc Trans, 35, 1588, 10.1042/BST0351588 Choi, 2006, Oxidative damage of DJ-1 is linked to sporadic Parkinson and Alzheimer diseases, J Biol Chem, 281, 10816, 10.1074/jbc.M509079200 Cozzolino, 2008, Cysteine 111 affects aggregation and cytotoxicity of mutant Cu,Zn-superoxide dismutase associated with familial amyotrophic lateral sclerosis, J Biol Chem, 283, 866, 10.1074/jbc.M705657200 Fu, 2001, Hypochlorous acid oxygenates the cysteine switch domain of pro-matrilysin (MMP-7). A mechanism for matrix metalloproteinase activation and atherosclerotic plaque rupture by myeloperoxidase, J Biol Chem, 276, 41279, 10.1074/jbc.M106958200 Nagashima, 1998, Novel non-heme iron center of nitrile hydratase with a claw setting of oxygen atoms, Nat Struct Biol, 5, 347, 10.1038/nsb0598-347 Murakami, 2000, Post-translational modification is essential for catalytic activity of nitrile hydratase, Protein Sci, 9, 1024, 10.1110/ps.9.5.1024 Dey, 2007, Sulfur K-edge XAS and DFT studies on NiII complexes with oxidized thiolate ligands: implications for the roles of oxidized thiolates in the active sites of Fe and Co nitrile hydratase, Inorg Chem, 46, 4989, 10.1021/ic070244l Biteau, 2003, ATP-dependent reduction of cysteine-sulphinic acid by S. cerevisiae sulphiredoxin, Nature, 425, 980, 10.1038/nature02075 Jonsson, 2008, Structure of the sulphiredoxin–peroxiredoxin complex reveals an essential repair embrace, Nature, 451, 98, 10.1038/nature06415 Jeong, 2006, Molecular mechanism of the reduction of cysteine sulfinic acid of peroxiredoxin to cysteine by mammalian sulfiredoxin, J Biol Chem, 281, 14400, 10.1074/jbc.M511082200 Noguchi, 1983, C-Sulfinylation of Grignard reagents and enamines with sulfinic acid, Bull Chem Soc Jpn, 56, 349, 10.1246/bcsj.56.349 Roussel, 2008, Evidence for the formation of a covalent thiosulfinate intermediate with peroxiredoxin in the catalytic mechanism of sulfiredoxin, J Biol Chem, 283, 22371, 10.1074/jbc.M800493200 Jonsson, 2008, Reduction of cysteine sulfinic acid in peroxiredoxin by sulfiredoxin proceeds directly through a sulfinic phosphoryl ester intermediate, J Biol Chem, 283, 23846, 10.1074/jbc.M803244200 Chang, 2004, Characterization of mammalian sulfiredoxin and its reactivation of hyperoxidized peroxiredoxin through reduction of cysteine sulfinic acid in the active site to cysteine, J Biol Chem, 279, 50994, 10.1074/jbc.M409482200 Tasaki, 2007, The mammalian N-end rule pathway: new insights into its components and physiological roles, Trends Biochem Sci, 32, 520, 10.1016/j.tibs.2007.08.010 Leichert, 2004, Protein thiol modifications visualized in vivo, PLoS Biol, 2, e333, 10.1371/journal.pbio.0020333 Men, 2006, Fragmentation of the deprotonated ions of peptides containing cysteine, cysteine sulfinic acid, cysteine sulfonic acid, aspartic acid, and glutamic acid, Rapid Commun Mass Spectrom, 20, 777, 10.1002/rcm.2374 Srikanth, 2007, Improved sequencing of oxidized cysteine and methionine containing peptides using electron transfer dissociation, J Am Soc Mass Spectrom, 18, 1499, 10.1016/j.jasms.2007.05.011 Ooe, 2006, Establishment of specific antibodies that recognize C106-oxidized DJ-1, Neurosci Lett, 404, 166, 10.1016/j.neulet.2006.05.031 Persson, 2005, An antibody-based method for monitoring in vivo oxidation of protein tyrosine phosphatases, Methods, 35, 37, 10.1016/j.ymeth.2004.07.006 Woo, 2005, Reduction of cysteine sulfinic acid by sulfiredoxin is specific to 2-cys peroxiredoxins, J Biol Chem, 280, 3125, 10.1074/jbc.C400496200