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An approach based on liquid chromatography/electrospray ionization–mass spectrometry to detect diol metabolites as biomarkers of exposure to styrene and 13-butadiene

机译：一种基于液相色谱/电喷雾电离质谱的方法来检测二醇代谢物作为暴露于苯乙烯和13-丁二烯的生物标志物

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Styrene and 1,3-butadiene are important intermediates used extensively in the plastics industry. They are metabolized mainly through cytochrome P450-mediated oxidation to the corresponding epoxides, which are subsequently converted to diols by epoxide hydrolase or through spontaneous hydration. The resulting styrene glycol and 3-butene-1,2-diol have been suggested as biomarkers of exposure to styrene and 1,3-butadiene, respectively. Unfortunately, poor ionization of the diols within electrospray mass spectrometers becomes an obstacle to the detection of the two diols by liquid chromatography/electrospray ionization–mass spectrometry (LC/ESI–MS). We developed an LC/ESI–MS approach to analyze styrene glycol and 3-butene-1,2-diol by means of derivatization with 2-bromopyridine-5-boronic acid (BPBA), which not only dramatically increases the sensitivity of diol detection but also facilitates the identification of the diols. The analytical approach developed was simple, quick, and convincing without the need for complicated chemical derivatization. To evaluate the feasibility of BPBA as a derivatizing reagent of diols, we investigated the impact of diol configuration on the affinity of a selection of diols to BPBA using the established LC/ESI–MS approach. We found that both cis and trans diols can be derivatized by BPBA. In conclusion, BPBA may be used as a general derivatizing reagent for the detection of vicinal diols by LC/MS.
机译：苯乙烯和1,3-丁二烯是在塑料工业中广泛使用的重要中间体。它们主要通过细胞色素P450介导的氧化代谢为相应的环氧化物，随后通过环氧化物水解酶或通过自发水合转化为二醇。已建议将所得的苯乙烯二醇和3-丁烯-1,2-二醇分别作为暴露于苯乙烯和1,3-丁二烯的生物标记。不幸的是，电喷雾质谱仪中二醇的弱电离成为液相色谱/电喷雾电离质谱法（LC / ESI-MS）检测两种二醇的障碍。我们开发了一种LC / ESI-MS方法，通过与2-溴吡啶-5-硼酸（BPBA）衍生化来分析苯乙烯乙二醇和3-丁烯1,2,2-二醇，这不仅大大提高了二醇检测的灵敏度而且还有助于鉴定二醇。开发的分析方法简单，快速且令人信服，无需进行复杂的化学衍生化。为了评估BPBA作为二醇衍生试剂的可行性，我们使用已建立的LC / ESI-MS方法研究了二醇构型对选择的二醇对BPBA亲和力的影响。我们发现顺式和反式二醇均可被BPBA衍生化。总之，BPBA可用作通过LC / MS检测邻二醇的通用衍生试剂。

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