Photochemical Transformation of Nicotine in Wastewater Effluent
Photochemical Transformation of Nicotine in Wastewater Effluent
复制标题
废水中尼古丁的光化学转化
DOI：
10.1021/acs.est.7b03223
复制
发表时间：
2017-10-17
影响因子：
11.4
通讯作者：
Song, Weihua
中科院分区：
文献类型：
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作者：
Lian, Lushi;Yan, Shuwen;Song, Weihua
尼古丁是一种高毒性的烟草生物碱，在废水中普遍存在。我们首次报道了模拟太阳辐射下尼古丁在流出物基质中光降解的产物和途径的鉴定。尼古丁被三重态有机物（（OM）-O-3*）降解，表明电子转移是一种优先的反应机理。采用高分辨超高效液相色谱-四极杆飞行时间质谱（UHPLC-QTOF-MS）技术，采用多元统计策略正交投影-潜在结构判别分析（OPLS-DA）和系统聚类分析，成功地从水基质中提取了49种烟碱的潜在转化产物（TP）。总体而言，在空气饱和条件下，基于标准化合物的串联质谱信息和同位素标记方法（使用外消旋-尼古丁-2 '，3'，3 '-D-3、外消旋-尼古丁-（CD 3）-C-13和外消旋-尼古丁-D-4），以不同置信水平鉴别了30种TP，包括4组未分离的异构体照片TP。尼古丁的吡咯烷环被发现是在阳光照射下的反应位点。烟碱的初级TP主要为假氧化烟碱，最大转化率为64%。烟酸、可替宁、3 '-羟基可替宁和麦斯明是太阳辐射72小时后的最终稳定TP，产率分别为13%、3%、5%和5%。
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 ((OM)-O-3*), 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 chromatographyquadrupole 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-(CD3)-C-13, 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.