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JOURNAL OF HAZARDOUS MATERIALS · 2025 · IF 11.3

Unveiling the degradation mechanism of 3,5-dichloroaniline: Activated sludge acclimation, strain isolation and gene cloning

Kaihua Pan,Weihao Zhu,Yanni Huang,Changchang Wang,Hongfei Liu,Qian Li,Qian Zhu,Junqiang Hu,Mingliang Zhang,Jiguo Qiu,Xin Yan,Qing Hong

3,5-Dichloroaniline (3,5-DCA) is extensively used in synthesizing dicarboximide fungicides, medical compounds and dyes. Due to its widespread use in agriculture and industry, 3,5-DCA is often detected in groundwater, wastewater, sediments and soil, posing great risk to animals and humans. However, the genes and enzymes involved in 3,5-DCA degradation remain unidentified. In this study, 3,5-DCA-degrading activated sludge was obtained through 90 days of alternating anaerobic-anoxic acclimation. Microbial community analysis and further study revealed that Dehalobacter sp. DH-1 (OTU10) can convert 3,5-DCA to 3-chloroaniline anaerobically. Pseudomonas sp. DCA-1 (OTU58) can degrade 3,5-DCA, 3-chloroaniline and 2,5-dichloroaniline aerobically. Two gene clusters, ddoA1A2A3A4 and ddoBCDE , responsible for 3,5-DCA degradation, were identified via transcriptome analysis and heterologous expression. The dioxygenase genes of cluster ddoA1A2A3A4 convert 3,5-DCA to 3,5-dichlorocatechol, while those of cluster ddoBCDE mineralize the latter. Ultimately, the iprodione-degrading gene cluster ipaH-ddaH-duaH (responsible for sequential hydrolysis of the dicarboximide fungicide iprodione to 3,5-DCA) was introduced into strain DCA-1 to construct a genetically engineered microorganism, named strain IHC-DCA-1, that is capable of completely degrading iprodione. This study reveals the degradation mechanism of 3,5-DCA and provides potential strains to remediate 3,5-DCA and iprodione in the environment.

CAS / MDL: 106-47-8 626-43-7
研究领域: 环境科学 · 微生物学 · 分子生物学
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Foods · 2023 ·Vol. 12 ·期 15 ·2875 · IF 5.2

Development of Simultaneous Determination Method of Pesticide High Toxic Metabolite 3,4-Dichloroaniline and 3,5 Dichloroaniline in Chives Using HPLC-MS/MS

Yibo Dong,Xiaolong Yao,Wanping Zhang,Xiaomao Wu

3,4-dichloroaniline (3,4-DCA) and 3,5-dichloroaniline (3,5-DCA) are, respectively, the primary metabolites deriving from the breakdown of phenylurea herbicides and dicarboximide fungicides in both soils and plants, whose residues in vegetable products have a heightened concern considering their higher health risks to humans and greater toxicity than the parent compounds in the environment. In this study, a sensitive high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) method was developed for the simultaneous determination of 3,4-DCA and 3,5-DCA residues in chive products based on the optimization of HPLC-MS/MS chromatographic and mass-spectrometric conditions using the standard substances and the modified QuEChERS preparation technique. The preparation efficiency of 3,4-DCA and 3,5-DCA from chive samples showed that acetonitrile was the best extractant. The combination of the purification agent graphite carbon black + primary secondary amine and the eluting agent acetonitrile + toluene (4:1,v/v) had a satisfactory purification effect. The linear correlation coefficients (R2) were more than 0.996 with the six concentration range of 0.001–1.000 mg/L for 3,4-DCA and 3,5-DCA. The limit of detection and limit of quantitation of this method was 0.6 and 2.0 µg/kg for 3,4-DCA, as well as 1.0 and 3.0 µg/kg for 3,5-DCA, respectively. The matrix effect range of 3,4-DCA and 3,5-DCA in chive tissues was from −9.0% to −2.6% and from −4.4% to 2.3%, respectively. The fortified recovery of 3,4-DCA and 3,5-DCA in chive samples at four spiked levels of 0.001–1.000 mg/kg was 75.3–86.0% and 78.2–98.1%, with the relative standard deviation of 2.1–8.5% and 1.4–11.9%, respectively. The limit of detection (LOD) and limit of quantification (LOQ) of the method were 0.6, 2.0, and 1.0, 3.03 for 4-DCA and 3,5-DCA, respectively. This study highlights that the analytical method established here can efficiently and sensitively detect residues of 3,4-DCA and 3,5-DCA residues for monitoring chive products. The method was successfully applied to 60 batches of actual vegetable samples from different regions.Keywords:3,4-dichloroaniline;3,5-dichloroaniline;simultaneous determination;UPLC-MS/MS;chive

CAS / MDL: 95-76-1 626-43-7
研究领域: 分析化学 · 食品安全 · 环境科学
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