The formation of two classes of epoxide products from the heterogeneous reaction of benzo[a]pyrene (BaP) with gas-phase ozone was demonstrated. BaP was coated on a Pyrex glass tube and oxidized with different concentrations of ozone. After oxidation, the epoxide products were derivatized by N-acetylcystein (NAC) and then analyzed by liquid chromatography-tandem mass spectrometry (LC-MS/MS). The results show that in addition to mono-epoxides, diol-epoxides were also formed. BaP exposed to genuine indoor air also produces mono- and diol-epoxides, having similar chromatograms to those produced by oxidation of BaP by low concentrations of ozone. Although it is well recognized that diol-epoxides are formed from BaP oxidation in the human body and that they exhibit carcinogenicity via formation of adducts with DNA, this is the first demonstration that such classes of compounds can be formed by abiotic heterogeneous oxidation.

中文翻译：

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气相臭氧和室内空气多相氧化苯并[ a ] py形成环氧化合物

证明了苯并[ a ] py（BaP）与气相臭氧的异相反应可形成两类环氧产物。将BaP涂在Pyrex玻璃管上，并用不同浓度的臭氧氧化。氧化后，将环氧产物用N-乙酰半胱氨酸（NAC）衍生化，然后通过液相色谱-串联质谱（LC-MS / MS）进行分析。结果表明，除了单环氧化物外，还形成了二醇环氧化物。暴露在真正的室内空气中的BaP还会产生单环氧化物和二醇环氧化物，其色谱图与通过低浓度臭氧氧化BaP所产生的色谱图相似。尽管众所周知，二醇环氧化合物是由人体中的BaP氧化形成的，并且它们显示出致癌性通过与DNA形成加合物，这是第一个证明这类化合物可以通过非生物异质氧化形成的证明。