Evaluation of N-hydroxy-2-thiopyridone as a nonmetal dependent source of the hydroxyl radical (HO.) in aqueous systems.
Evaluation of N-hydroxy-2-thiopyridone as a nonmetal dependent source of the hydroxyl radical (HO.) in aqueous systems.
复制标题
评估 N-羟基-2-硫代吡啶酮作为水性体系中羟基自由基 (HO.) 的非金属依赖性来源。
DOI：
10.1016/0003-2697(92)90371-d
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发表时间：
1992
影响因子：
2.9
通讯作者：
Dix,TA
中科院分区：
文献类型：
--
作者：
Hess,KM;Dix,TA
N-羟基-2-硫代吡啶酮(1)，羟基自由基的确定来源(HO·，Boivin，J.，Crepon，E.和Zard，S.Z.(1990)，四面体Lett。31,6869-6872)，在直接适用于生物学研究的条件下产生HO·。用可见光照射1产生HO·的方法包括：脱氧核糖降解、加成二甲基亚砜以及水杨酸酯和苯酚的羟化反应。所有四种检测方法都证明了在温和的条件下，1(以钠盐的形式添加)在水溶液缓冲体系中产生HO·。建立了一种改进的苯酚分析方法。时间过程分析表明，在整个辐照过程中，1产生了HO·的通量，而传统的H_2O_2与过渡金属的Fenton反应在短时间内产生了HO·。当1与HO·生成同时产生一个硫基自由基时，该物种对任何HO·测定都没有贡献或干扰，这表明它在水溶液中是弱反应的。因此，1的辐照可以作为一种替代的、互补的方法，以明确地产生具有生物学意义和反应性的HO·。
N-hydroxy-2-thiopyridone (1), an established source of the hydroxyl radical (HO·, Boivin, J., Crepon, E., and Zard, S. Z. (1990), Tetrahedron Lett. 31, 6869–6872), produced HO· under conditions directly applicable to biological studies. Generation of HO· by subjecting 1 to irradiation with visible light was monitored in the following “HO·” assays: deoxyribose degradation, addition to dimethyl sulfoxide, and hydroxylation of salicylate and phenol. All four assays demonstrated the production of HO· from 1 (added as a sodium salt) under mild conditions in aqueous buffer systems. An improved analysis method was developed for the phenol assay. A time course analysis demonstrated that a flux of HO· is generated from 1 throughout the irradiation period, in contrast to the classical Fenton reaction of H2O2with a transition metal in which a burst of HO· is generated in a short time period. While a thiyl radical is generated from 1 concurrent with HO· generation, this species does not contribute to, or interfere with, any of the HO· assays, suggesting that it is weakly reactive in aqueous buffers. Thus, irradiation of 1 can be used as an alternative, complementary, approach for the un-equivocal generation of the biologically significant and reactive HO·.