Metal catalyzed oxidation of tyrosine residues by different oxidation systems of copper/hydrogen peroxide
Metal catalyzed oxidation of tyrosine residues by different oxidation systems of copper/hydrogen peroxide
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DOI：
10.1016/j.jinorgbio.2003.10.002
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发表时间：
2004-01-01
影响因子：
3.9
通讯作者：
Separovic, F
中科院分区：
文献类型：
--
作者：
Ali, FE;Barnham, KJ;Separovic, F
金属催化氧化 (MCO) 反应会导致生物系统中活性氧 (ROS) 的形成。这些活性氧会引起氧化应激，从而导致多种病理过程，从而导致多种疾病。酪氨酸是一种非常容易受到氧化修饰的残基，二酪氨酸（DT）和3,4-二羟基苯丙氨酸（DOPA）的形成已在许多疾病中被广泛报道。然而，生物系统中酪氨酸的MCO机制尚不清楚，需要进一步研究。在这项研究中，我们使用 N-乙酰酪氨酸乙酯作为蛋白质和肽中酪氨酸的模型，研究了 MCO 形成 DT 和 DOPA 的机制。结果表明，在pH 7.4下，Cu(2')+/H(2)O(2)氧化时可观察到DT的形成。我们的结果表明，这不太可能是通过芬顿化学进行的，因为 Cu(+)/H(2)O(2) 氧化条件不会导致 DT 的形成。 (C) 2003 Elsevier Inc. 保留所有权利。
Metal-catalysed oxidation (MCO) reactions result in the formation of reactive oxygen species (ROS) in biological systems. These ROS cause oxidative stress that contributes to a number of pathological processes leading to a variety of diseases. Tyrosine is one residue that is very susceptible to oxidative modification and the formation of dityrosine (DT) and 3,4-dihydroxyphenylalanine (DOPA) have been widely reported in a number of diseases. However, the mechanisms of MCO of tyrosine in biological systems are poorly understood and require further investigation. In this study we investigated the mechanism of DT and DOPA formation by MCO using N-acetyl tyrosine ethyl ester as a model for tyrosine in proteins and peptides. The results showed that DT formation could be observed upon Cu(2')+/H(2)O(2) oxidation at pH 7.4. Our results indicate that it is unlikely to be via Fenton chemistry since Cu(+)/H(2)O(2) oxidative conditions did not lead to the formation of DT. (C) 2003 Elsevier Inc. All rights reserved.