Nitration activates tyrosine toward reaction with the hydrated electron
文献类型：期刊论文
| 作者 | Shi, Wei-Qun1; Fu, Hai-Ying2; Bounds, Patricia L.3; Muroya, Yusa2; Lin, Ming-Zhang4; Katsumura, Yosuke2,4; Zhao, Yu-Liang1; Chai, Zhi-Fang1 |
| 刊名 | Radiation research
 |
| 出版日期 | 2011-07-01 |
| 卷号 | 176期号:1页码:128-133 |
| ISSN号 | 0033-7587 |
| DOI | 10.1667/rr1501.1 |
| 通讯作者 | Shi, wei-qun(shiwq@mail.ihep.ac.cn) |
| 英文摘要 | 3-nitrotyrosine has been reported as an important biomarker of oxidative stress that may play a role in a variety of diseases. in this work, transient uv-visible absorption spectra and kinetics observed during the reaction of the hydrated electron, e(aq)(-), with 3-nitrotyrosine and derivatives thereof were investigated. the absorption spectra show characteristics of aromatic nitro anion radicals. the absorptivity of radical anion product at 300 nm is estimated to be (1.0 +/- 0.2) x 10(4) m(-1) cm(-1) at ph 7.3. the rate constants determined for the reaction of e(aq)(-) with 3-nitrotyrosine, n-acetyl-3-nitrotyrosine ethyl ester and glycylnitrotyrosylglycine at neutral ph (3.0 +/- 0.3) x 10(10) m(-1) s(-1), (2.9 +/- 0.2) x 10(10) m(-1) s(-1) and (1.9 +/- 0.2) x 10(10) m(-1) s(-1), respectively, approach the diffusion-control limit and are almost two orders of magnitude higher than those for the reactions with tyrosine and tyrosine-containing peptides. the magnitude of the rate constants supports reaction of e(aq)(-) at the nitro group, and the product absorbance at 300 nm is consistent with formation of the nitro anion radical. the ph dependence of the second-order rate constant for e(aq)(-) decay (720 nm) in the presence of 3-nitrotyrosine shows a decrease with increasing ph, consistent with unfavorable electrostatic interactions. the ph dependence of the second-order rate constant for formation of radical anion (300 nm) product suggests that deprotonation of the amino group slows the rate, which indicates that deamination to form the 1-carboxy -2-(4-hydroxy-3-nitrophenyl)ethyl radical occurs. we conclude that the presence of the nitro group activates tyrosine and derivatives toward reaction with e(aq)(-) and can affect the redox chemistry of biomolecules exposed to oxidative stress. (c) 2011 its radiation research society |
| WOS关键词 | AMINO-ACIDS ; NITRIC-OXIDE ; AQUEOUS-SOLUTION ; RATE CONSTANTS ; PEPTIDES ; PROTEINS ; RADICALS ; 3-NITROTYROSINE ; OLIGOPEPTIDES ; NITROTYROSINE |
| WOS研究方向 | Life Sciences & Biomedicine - Other Topics ; Biophysics ; Radiology, Nuclear Medicine & Medical Imaging |
| WOS类目 | Biology ; Biophysics ; Radiology, Nuclear Medicine & Medical Imaging |
| 语种 | 英语 |
| WOS记录号 | WOS:000292441900013 |
| 出版者 | RADIATION RESEARCH SOC |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2176178 |
| 专题 | 高能物理研究所 |
| 通讯作者 | Shi, Wei-Qun |
| 作者单位 | 1.Chinese Acad Sci, Inst High Energy Phys, Key Lab Nucl Analyt Tech, Beijing 100049, Peoples R China 2.Univ Tokyo, Sch Engn, Nucl Profess Sch, Tokai, Ibaraki 3191188, Japan 3.ETH, Dept Appl Biosci, Inst Inorgan Chem, Zurich, Switzerland 4.Japan Atom Energy Agcy, Nucl Sci & Engn Directorate, Tokaimur, Ibaraki 3191195, Japan 5.Univ Tokyo, Sch Engn, Dept Nucl Engn & Management, Bunkyo Ku, Tokyo 1138656, Japan |
| 推荐引用方式 GB/T 7714 | Shi, Wei-Qun,Fu, Hai-Ying,Bounds, Patricia L.,et al. Nitration activates tyrosine toward reaction with the hydrated electron[J]. Radiation research,2011,176(1):128-133. |
| APA | Shi, Wei-Qun.,Fu, Hai-Ying.,Bounds, Patricia L..,Muroya, Yusa.,Lin, Ming-Zhang.,...&Chai, Zhi-Fang.(2011).Nitration activates tyrosine toward reaction with the hydrated electron.Radiation research,176(1),128-133. |
| MLA | Shi, Wei-Qun,et al."Nitration activates tyrosine toward reaction with the hydrated electron".Radiation research 176.1(2011):128-133. |
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