Gray Institute for Radiation Oncology & Biology, University of Oxford, Oxford, UK.
Chem Res Toxicol. 2011 Mar 21;24(3):350-6. doi: 10.1021/tx100315n. Epub 2011 Feb 9.
4-Fluoro-1,2-benzoquinone, generated by tyrosinase oxidation of 4-fluorocatechol in aqueous buffer, rapidly undergoes substitution by O-nucleophiles (water or catechols) with release of fluoride. 4-Chloro- and 4-bromocatechol behave similarly. The reactions, which have toxicological implications, have been monitored by spectrophotometry and HPLC/MS, and intermediate and final products, including dibenzodioxins, identified.
4-氟-1,2-苯二酮由酪氨酸酶氧化 4-氟邻苯二酚在水性缓冲液中生成,迅速与亲核试剂(水或儿茶酚)发生取代反应,释放出氟化物。4-氯邻苯二酚和 4-溴邻苯二酚的行为类似。这些具有毒理学意义的反应已通过分光光度法和 HPLC/MS 进行了监测,并鉴定了包括二苯并二恶英在内的中间和最终产物。