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γ射线辐照对3-硝基酪氨酸及其衍生物的羟基化作用。

Hydroxylation of 3-nitrotyrosine and its derivatives by gamma irradiation.

作者信息

Shi Wei-Qun, Dong Jun-Chen, Zhao Yu-Fen, Li Yan-Mei

机构信息

Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, PR China.

出版信息

Radiat Res. 2006 Oct;166(4):639-45. doi: 10.1667/RR0612.1.

Abstract

Radiation-induced hydroxylation of 3-nitrotyrosine (3-NY) and its derivatives in aqueous solution were investigated as a function of gamma-radiation dose. Irradiated 3-NY, 3-nitrotyrosine ethyl ester (3-NYE) and 3-NY containing peptide Gly-nitroTyr-Gly were separated and analyzed with reverse-phase HPLC and UV-Vis absorption spectroscopy. The structures of the hydroxylated products were confirmed by electrospray ionization mass spectrometry and (1)H-NMR spectrometry. The amounts of the hydroxylated products in irradiated 3-NY and Gly-nitroTyr-Gly solutions increased with increasing radiation dose. Tandem electrospray ionization mass spectrometry (ESI-Mass(2)) was performed to investigate the hydroxylation of peptide Gly-nitroTyr-Gly. These studies showed that the hydroxylation occurred at 3-NY residue. We also found that the identification of 3-NY hydroxylation in peptide could be identified by ion scanning for the specific immonium ion at m/z 197.0.

摘要

研究了γ辐射剂量对水溶液中辐射诱导的3-硝基酪氨酸(3-NY)及其衍生物羟基化的影响。采用反相高效液相色谱法和紫外-可见吸收光谱法对辐照后的3-NY、3-硝基酪氨酸乙酯(3-NYE)和含3-NY的肽Gly-硝基酪氨酸-Gly进行分离和分析。通过电喷雾电离质谱和(1)H-NMR光谱对羟基化产物的结构进行了确认。辐照后的3-NY和Gly-硝基酪氨酸-Gly溶液中羟基化产物的量随辐射剂量的增加而增加。采用串联电喷雾电离质谱(ESI-Mass(2))研究了肽Gly-硝基酪氨酸-Gly的羟基化。这些研究表明,羟基化发生在3-NY残基上。我们还发现,通过对特定亚铵离子m/z 197.0进行离子扫描,可以鉴定肽中3-NY的羟基化。

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