Copper-Catalyzed Tyrosine Nitration.
Tyrosine nitration, often observed during neurodegenerative disorders under nitrative stress, is usually considered to be induced chemically either by nitric oxide and oxygen forming nitrogen dioxide or by the decomposition of peroxynitrite. It can also be induced enzymatically by peroxidases or sup...
| Publicado en: | Journal of the American Chemical Society Vol. 133; no. 49; pp. 19823 - 19832 |
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| Autores principales: | , , , |
| Formato: | Artículo |
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American Chemical Society
12/14/2011
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| Acceso en línea: | Ver este registro en EBSCOhost |
| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=hlh&AN=70200713&site=ehost-live header: @attributes: shortDbName: hlh uiTerm: 70200713 longDbName: Humanities International Complete uiTag: AN controlInfo: bkinfo: jinfo: jid: 00027863 ACS jtl: Journal of the American Chemical Society issn: 00027863 maglogo: N pubinfo: dt: 12/14/2011 vid: 133 iid: 49 pid: 997 pub: American Chemical Society artinfo: ui: 70200713 10.1021/ja206980q ppf: 19823 ppct: 9 formats: tig: atl: Copper-Catalyzed Tyrosine Nitration. aug: au: Liang Qiao Yu Lu Baohong Liu Hubert H. Girault affil: Laboratoire d'Electrochimie Physique et Analytique, Ecole Polytechnique Fédérale de Lausanne, Station 6, CH-1015 Lausanne, Switzerland Department of Chemistry, Institute of Biomedical Sciences, Fudan University, Shanghai 200433, People's Republic of China su: Nitration Tyrosine Copper catalysts Neurodegeneration Biomolecules Reactive nitrogen species sug: subj: Nitration Tyrosine Copper catalysts Neurodegeneration Biomolecules Reactive nitrogen species ab: Tyrosine nitration, often observed during neurodegenerative disorders under nitrative stress, is usually considered to be induced chemically either by nitric oxide and oxygen forming nitrogen dioxide or by the decomposition of peroxynitrite. It can also be induced enzymatically by peroxidases or superoxide dismutases in the presence of both hydrogen peroxide and nitrite forming nitrogen dioxide and/or peroxynitrite. In this study, the role of cupric ions for catalyzing tyrosine nitration in the presence of hydrogen peroxide and nitrite, by a chemical mechanism rather similar to enzymatic pathways where nitrite is oxidized to form nitrogen dioxide, was investigated by development of a microreactor also capable of acting as an emitter for electrospray ionization mass spectrometry analysis. Indeed, cupric ions and peptide-cupric ion complexes are found to be excellent Fenton catalysts, even better than Fe(III) or heme, for the formation of ·OH radicals and/or copper(II)-bound ·OH radicals from hydrogen peroxide. These radicals are efficiently scavenged by nitrite anions to form ·NO and by tyrosine to form tyrosine radicals, leading to tyrosine nitration in polypeptides. We also show that cupric ions can catalyze tyrosine nitration from nitric oxide, oxygen, and hydrogen peroxide as the formation of tyrosine radicals is increased in the presence of diffusible and/or copper(II) bound hydroxyl radicals. This study shows that copper has a polyvalent role in the processes of tyrosine nitration. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y dt: @attributes: year: 2011 holdings: @attributes: islocal: N |
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