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Photochemical Transformation of Nicotine in Wastewater Effluent

机译:废水中尼古丁的光化学转化

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摘要

Nicotine is a highly toxic tobacco alkaloid that is ubiquitous in wastewater effluent. For the first time, we report the identification of the products and the pathways for the photodegradation of nicotine in an effluent matrix under simulated solar irradiation. Nicotine was found to be degraded by triplet-state organic matter (~3OM∗), thus indicating that electron transfer is a preferred reaction mechanism. Using the multivariate statistical strategies orthogonal projection to latent structures discriminant analysis (OPLS-DA) and hierarchical clustering, 49 potential transformation products (TPs) of nicotine were successfully extracted from the water matrix via high-resolution ultrahigh-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UHPLC-QTOF-MS). Overall, 30 TPs, including 4 groups of nonseparated isomeric photo TPs, were identified with various levels of confidence based on the tandem mass spectrometry information on standard compounds and the isotope-labeling method (using rac-nicotine-2′,3′,3′-D_3, rac-nicotine-~(13)CD_3, and rac-nicotine-D_4) under air-saturated conditions. The pyrrolidine ring of nicotine was found to be the reactive site under sunlight irradiation. Pseudooxynicotine was the main primary TP from nicotine, with a maximum transformation ratio of 64%. Nicotinic acid, cotinine, 3′-hydroxycotinine, and myosmine were the final stable TPs after 72 h of solar irradiation, with yields of 13%, 3%, 5%, and 5%, respectively.
机译:尼古丁是一种剧毒的烟草生物碱,在废水中普遍存在。首次,我们报告了模拟太阳辐射下废水基质中尼古丁的光降解产物的鉴定和途径。尼古丁被三重态有机物(〜3OM *)降解,因此表明电子转移是优选的反应机理。使用多变量统计策略对潜在结构判别分析(OPLS-DA)和层次聚类进行正交投影,通过高分辨率超高效液相色谱-四极杆时间-质谱法成功地从水基质中提取了49种尼古丁潜在转化产物(TPs)。飞行质谱(UHPLC-QTOF-MS)。总体上,基于标准化合物的串联质谱信息和同位素标记方法(使用rac-nicotine-2',3',3),以不同的置信度鉴定出30种TP,包括4组未分离的异构照片TP。 '-D_3,rac-尼古丁-(13)CD_3和rac-尼古丁-D_4)在空气饱和条件下。发现尼古丁的吡咯烷环是在阳光照射下的反应部位。伪氧烟碱是尼古丁的主要主要TP,最大转化率为64%。烟酸,可替宁,3'-羟基烟碱和肌胺是日光照射72小时后最终稳定的TPs,产率分别为13%,3%,5%和5%。

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  • 来源
    《Environmental Science & Technology》 |2017年第20期|11718-11730|共13页
  • 作者单位

    Department of Environmental Science and Engineering, Fudan University, Shanghai, China;

    Department of Environmental Science and Engineering, Fudan University, Shanghai, China;

    Department of Environmental Science and Engineering, Fudan University, Shanghai, China;

    Agilent Technology, Inc., 1350 North Sichuan Road, Shanghai, China;

    Department of Environmental Science and Engineering, Fudan University, Shanghai, China;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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  • 正文语种 eng
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