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首页> 外文期刊>Journal of mass spectrometry: JMS >Reactivity of 4-thiothymidine with Fenton reagent investigated by UV-visible spectroscopy and electrospray ionization mass spectrometry
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Reactivity of 4-thiothymidine with Fenton reagent investigated by UV-visible spectroscopy and electrospray ionization mass spectrometry

机译：4-硫氰胺与FENTON试剂的反应性通过UV可见光光谱和电喷雾电离质谱法研究

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摘要

The reactivity of the sulfur-containing nucleoside 4-thio-(2 '-deoxy)-thymidine usually abbreviated as 4-thio-thymidine, (S-4-TdR) under Fenton conditions, ie, in the presence of H2O2 and catalytic amounts of Fe(II), was investigated by UV-vis spectroscopy and electrospray ionization single and tandem mass spectrometry (ESI-MS and MS/MS). S-4-TdR hydroxylated on the S atom was found to be a key reaction intermediate, ultimately leading to (2 '-deoxy)-thymidine usually abbreviated as thymidine, (TdR) as the main reaction product. This finding was in accordance with the outcome of the reaction between S-4-TdR and H2O2, previously investigated in our laboratory. On the other hand, the additional presence of center dot OH radicals, induced by the Fe(II)/H2O2 combination, led to the increased generation of another interesting S-4-TdR product, already observed after its reaction with H2O2 alone, ie, the covalent dimer including a S Symbol of the Klingon Empire S bridge between two S-4-TdR molecules. More importantly, multihydroxylated derivatives of S-4-TdR and TdR were detected as peculiar products obtained under Fenton conditions. Among them, a product bearing an OH group both on the methyl group linked to the thymine ring and on the C5 atom of the ring was found to prevail. The results obtained during this study, integrated by those found previously in our laboratory, indicate 4-thiothymidine as a promising molecular probe for the recognition, through a careful characterization of its reaction products, of the prevailing species among reactive oxygen species (ROS) corresponding to singlet-state oxygen, hydrogen peroxide, and hydroxylic radical.
机译：含硫核苷4-硫代 - （2'-丁氧基） - 妊娠的反应性通常在FENTON条件下缩写为4-ZHIO-胸苷，（S-4-TDR），即在H 2 O 2和催化量存在下通过UV-Vis光谱和电喷雾电离单和串联质谱（ESI-MS和MS / MS）研究Fe（II）。发现S-4-TDR羟基化在S原子上是一个关键反应中间体，最终导致（2'-丁氧基） - 通常缩写为胸苷（TDR）作为主要反应产物。此发现符合先前在我们实验室调查的S-4-TDR和H2O2之间的反应结果。另一方面，由Fe（II）/ H 2 O 2组合诱导的中心点OH基团的额外存在导致另一个有趣的S-4-TDR产品的产生，在其与H2O2的反应之后已经观察到，即，共价二聚体包括两个S-4-TDR分子之间的Klingon Empire S桥的S符号。更重要的是，将S-4-TDR和TDR的多羟基化衍生物作为在FENTON条件下获得的特殊产品。其中，发现含有OH基团的产物，均在与胸腺环环连接的甲基上和环的C5原子上占上风。本研究期间获得的结果，通过先前在我们的实验室中发现的那些，通过仔细表征其反应产物的鉴定，将4-硫氰胺用于识别的有希望的反应性氧（ROS）相应的单态氧气，过氧化氢和羟​​基自由基。

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