一氧化氮能迅速清除酪氨酸和色氨酸自由基。
Nitric oxide rapidly scavenges tyrosine and tryptophan radicals.
作者信息
Eiserich J P, Butler J, van der Vliet A, Cross C E, Halliwell B
机构信息
Department of Internal Medicine, University of California, Davis, 95616, USA.
出版信息
Biochem J. 1995 Sep 15;310 ( Pt 3)(Pt 3):745-9. doi: 10.1042/bj3100745.
Abstract
By utilizing a pulse-radiolytic technique, we demonstrate for the first time that the rate constant for the reaction of nitric oxide (.NO) with biologically relevant tyrosine and tryptophan radicals (Tyr. and Trp. respectively) in amino acids, peptides and proteins is of the order of (1-2) x 10(9) M-1.s-1. We also show that .NO effectively interferes with electron-transfer processes between tryptophan and tyrosine residues in proteins subjected to pulse radiolysis. The near diffusion-controlled rates of these reactions, coupled with the increasingly recognized role of protein radicals in enzyme catalysis and oxidative damage, suggest that Tyr. and Trp. are likely and important targets for .NO generated in vivo.
摘要
通过利用脉冲辐射分解技术，我们首次证明，在氨基酸、肽和蛋白质中，一氧化氮（·NO）与具有生物学相关性的酪氨酸和色氨酸自由基（分别为Tyr·和Trp·）反应的速率常数约为(1 - 2)×10⁹ M⁻¹·s⁻¹。我们还表明，·NO能有效干扰脉冲辐射分解作用下蛋白质中色氨酸和酪氨酸残基之间的电子转移过程。这些反应接近扩散控制的速率，再加上蛋白质自由基在酶催化和氧化损伤中日益被认可的作用，表明Tyr·和Trp·很可能是体内产生的·NO的重要作用靶点。
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本文引用的文献
1
Nitric oxide measured by a porphyrinic microsensor in rat brain after transient middle cerebral artery occlusion.用卟啉微传感器测量大鼠大脑中动脉短暂闭塞后的一氧化氮。
J Cereb Blood Flow Metab. 1993 May;13(3):355-8. doi: 10.1038/jcbfm.1993.48.
2
The reaction of no with superoxide.一氧化氮与超氧化物的反应。
Free Radic Res Commun. 1993;18(4):195-9. doi: 10.3109/10715769309145868.
3
Tyrosyl radical generated by myeloperoxidase catalyzes the oxidative cross-linking of proteins.髓过氧化物酶产生的酪氨酸自由基催化蛋白质的氧化交联。
J Clin Invest. 1993 Jun;91(6):2866-72. doi: 10.1172/JCI116531.
4
The reaction of nitric oxide with organic peroxyl radicals.
Biochem Biophys Res Commun. 1993 Sep 15;195(2):539-44. doi: 10.1006/bbrc.1993.2079.
5
Extensive nitration of protein tyrosines in human atherosclerosis detected by immunohistochemistry.通过免疫组织化学检测人类动脉粥样硬化中蛋白质酪氨酸的广泛硝化作用。
Biol Chem Hoppe Seyler. 1994 Feb;375(2):81-8. doi: 10.1515/bchm3.1994.375.2.81.
6
Is NO an endogenous antiatherogenic molecule?一氧化氮是一种内源性抗动脉粥样硬化分子吗？
Arterioscler Thromb. 1994 May;14(5):653-5. doi: 10.1161/01.atv.14.5.653.
7
Evidence for nitric oxide-mediated oxidative damage in chronic inflammation. Nitrotyrosine in serum and synovial fluid from rheumatoid patients.慢性炎症中一氧化氮介导的氧化损伤的证据。类风湿患者血清和滑液中的硝基酪氨酸。
FEBS Lett. 1994 Aug 15;350(1):9-12. doi: 10.1016/0014-5793(94)00722-5.
8
9
Reaction kinetics for nitrosation of cysteine and glutathione in aerobic nitric oxide solutions at neutral pH. Insights into the fate and physiological effects of intermediates generated in the NO/O2 reaction.中性pH条件下，有氧一氧化氮溶液中半胱氨酸和谷胱甘肽亚硝化反应的动力学。对NO/O₂反应中生成的中间体的归宿和生理效应的见解。
Chem Res Toxicol. 1994 Jul-Aug;7(4):519-25. doi: 10.1021/tx00040a007.
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