Squadrito G L, Pryor W A
Biodynamics Institute, Louisiana State University, Baton Rouge 70803-1800, USA.
Free Radic Biol Med. 1998 Sep;25(4-5):392-403. doi: 10.1016/s0891-5849(98)00095-1.
The roles of superoxide (O2.-), peroxynitrite, and carbon dioxide in the oxidative chemistry of nitric oxide (.NO) are reviewed. The formation of peroxynitrite from .NO and O2.- is controlled by superoxide dismutase (SOD), which can lower the concentration of superoxide ions. The concentration of CO2 in vivo is high (ca. 1 mM), and the rate constant for reaction of CO2 with -OONO is large (pH-independent k = 5.8 x 10(4) M(-l)s(-1)). Consequently, the rate of reaction of peroxynitrite with CO2 is so fast that most commonly used scavengers would need to be present at very high, near toxic levels in order to compete with peroxynitrite for CO2. Therefore, in the presence of physiological levels of bicarbonate, only a limited number of biotargets react directly with peroxynitrite. These include heme-containing proteins such as hemoglobin, peroxidases such as myeloperoxidase, seleno-proteins such as glutathione peroxidase, proteins containing zinc-thiolate centers such as the DNA-binding transcription factors, and the synthetic antioxidant ebselen. The mechanism of the reaction of CO2 with OONO produces metastable nitrating, nitrosating, and oxidizing species as intermediates. An analysis of the lifetimes of the possible intermediates and of the catalysis of peroxynitrite decompositions suggests that the reactive intermediates responsible for reactions with a variety of substrates may be the free radicals .NO2 and CO3.-. Biologically important reactions of these free radicals are, for example, the nitration of tyrosine residues. These nitrations can be pathological, but they also may play a signal transduction role, because nitration of tyrosine can modulate phosphorylation and thus control enzymatic activity. In principle, it might be possible to block the biological effects of peroxynitrite by scavenging the free radicals .NO2 and CO3.-. Because it is difficult to directly scavenge peroxynitrite because of its fast reaction with CO2, scavenging of intermediates from the peroxynitrite/CO2 reaction would provide an additional way of preventing peroxynitrite-mediated cellular effects. The biological effects of peroxynitrite also can be prevented by limiting the formation of peroxynitrite from .NO by lowering the concentration of O2.- using SOD or SOD mimics. Increased formation of peroxynitrite has been linked to Alzheimer's disease, rheumatoid arthritis, atherosclerosis, lung injury, amyotrophic lateral sclerosis, and other diseases.
综述了超氧阴离子(O2.-)、过氧亚硝酸盐和二氧化碳在一氧化氮(.NO)氧化化学中的作用。超氧化物歧化酶(SOD)可控制由.NO和O2.-生成过氧亚硝酸盐的过程,它能降低超氧阴离子的浓度。体内二氧化碳浓度较高(约1 mM),二氧化碳与-OONO反应的速率常数很大(pH无关的k = 5.8×10(4) M(-1)s(-1))。因此,过氧亚硝酸盐与二氧化碳的反应速率极快,以至于大多数常用的清除剂需要以非常高的、接近有毒的水平存在,才能与过氧亚硝酸盐竞争二氧化碳。所以,在生理水平的碳酸氢盐存在下,只有少数生物靶点能直接与过氧亚硝酸盐反应。这些靶点包括含血红素的蛋白质,如血红蛋白;过氧化物酶,如髓过氧化物酶;硒蛋白,如谷胱甘肽过氧化物酶;含锌硫醇盐中心的蛋白质,如DNA结合转录因子;以及合成抗氧化剂依布硒仑。二氧化碳与OONO反应的机制会产生亚稳态的硝化、亚硝化和氧化物种作为中间体。对可能中间体的寿命以及过氧亚硝酸盐分解催化作用的分析表明,与多种底物反应的活性中间体可能是自由基.NO2和CO3.-。这些自由基在生物学上重要的反应,例如酪氨酸残基的硝化。这些硝化反应可能是病理性的,但它们也可能发挥信号转导作用,因为酪氨酸的硝化可以调节磷酸化,从而控制酶活性。原则上,通过清除自由基.NO2和CO3.-,有可能阻断过氧亚硝酸盐的生物学效应。由于过氧亚硝酸盐与二氧化碳反应迅速,难以直接清除过氧亚硝酸盐,清除过氧亚硝酸盐/二氧化碳反应的中间体将为预防过氧亚硝酸盐介导的细胞效应提供另一种方法。通过使用SOD或SOD模拟物降低O2.-的浓度,限制由.NO生成过氧亚硝酸盐,也可以预防过氧亚硝酸盐的生物学效应。过氧亚硝酸盐生成增加与阿尔茨海默病、类风湿性关节炎、动脉粥样硬化、肺损伤、肌萎缩侧索硬化症和其他疾病有关。