JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2023
·
IF 6.1
Qingkui Fang,Kang Zheng,Rong Zeng,Zhaoxian Zhang,Yanhong Shi,Quan Gao,Jinjing Xiao,Min Liao,Jinsheng Duan,Haiqun Cao
This study systematically investigates the stereoselective metabolism and residue behavior of chiral pesticide prothioconazole enantiomers during the steaming, baking, and frying of steamed buns, bread, and deep-fried dough sticks. The results show that steaming, baking, and frying can significantly promote the degradation of the prothioconazole enantiomers. In low- and high-concentration treatments, the degradation rates of prothioconazole enantiomers were over 96.0% and 45.4%, respectively, and the residual concentration of prothioconazole-desthio enantiomers was less than 32.7 μg/kg (excluding fried processing). During the processing of steamed buns, bread, and deep-fried dough sticks, the enantiomer fraction (EF) value of the prothioconazole enantiomer was close to 0.5, and the stereoselectivity was not significant. During the processing of steamed buns (low concentration), bread (low and high concentrations), and deep-fried dough sticks (low concentration), the stereoselectivity of prothioconazole-desthio was significant, and preferential enantiomer degradation occurred. Following the analysis of 120 flour product samples, the residual risk.
研究领域:
食品科学
·
环境毒理学
·
农药化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
ENVIRONMENTAL POLLUTION
·
2017
·
IF 5.099
Junxing Huang,Chuanzhou Liang,Xu Zhang
The application of nanotechnology in agriculture, pesticide delivery and other related fields increases the occurrence of engineered nanoparticles (ENPs) in soil. Since ENPs have larger surface areas and normally a high adsorption capacity for organic pollutants, they are thought to influence the transport of pesticides in soils and thereafter influence the uptake and transformation of pesticides. The adsorption pattern of racemic-metalaxyl on agricultural soils including kinetics and isotherms changed in the presence of nano-SiO 2 . The adsorption of racemic-metalaxyl on agricultural soil was not enantioselective, in either the presence or the absence of SiO 2 . The adsorption of racemic-metalaxyl on SiO 2 decreased to some extent in soil-SiO 2 mixture, and the absolute decrease was dependent on soil properties. The decreased adsorption of metalaxyl on SiO 2 in soil-SiO 2 mixture arose from the competitive adsorption of soil-dissolved organic matter and the different dispersion and aggregation behaviors of SiO 2 in the presence of soil. Interactions between SiO 2 and soil particles also contributed to the decreased adsorption of metalaxyl on SiO 2 , and the interactions were analyzed by extended Derjaguin–Landau–Verwey–Overbeek theory. The results showed that the presence of nano-particles in soils could decrease the mobility of pesticides in soils and that this effect varied with different soil compositions.
研究领域:
环境科学
·
土壤学
✓ 已验证
DOI
PubMed
高影响因子
FOOD CHEMISTRY
·
2023
·
IF 8.8
Shanshan Di,Yunye Xie,Tao Cang,Zhenzhen Liu,Yanyan Chu,Huiyu Zhao,Peipei Qi,Zhiwei Wang,Xinquan Wang
A comprehensive evaluation of chiral pesticide at the stereoisomeric level is an effective strategy to improve efficiency and reduce risk on foods. For chiral sedaxane with four stereoisomers , there were 517–1013 fold differences in bioactivity for three kinds of phytopathogens and 3.73 fold differences in toxicity against model organism ( Danio rerio ) between the best ( trans -1 R 2 S -sedaxane) and worst stereoisomer ( cis -1 S 2 S -sedaxane). Trans -1 R 2 S -sedaxane had the strongest affinity with the active site than other stereoisomers, which might contribute to the highest bioactivity. Trans -sedaxane was 28.2–331 fold more effective than cis -sedaxane. The dissipation half-lives of sedaxane stereoisomers ranged from 3.28 to 30.7 d in the test crops and soils. Trans -1 S 2 R -sedaxane and cis -1 S 2 S -sedaxane were preferentially dissipated in corn plants, while the preferential dissipation of trans -1 R 2 S -sedaxane was found in wheat plants, potato plants and corn soil. The preferential dissipation of trans -sedaxane in corn plants, wheat plants, potato plants and corn soil would be environmentally friendly.
研究领域:
环境科学
·
植物保护
·
毒理学
✓ 已验证
DOI
PubMed
高影响因子
FOOD CHEMISTRY
·
2025
·
IF 9.8
Wenze Li,Weichen You,Xiaofan Yang,Yi Wang,Rimao Hua,Saraschandra Naraginti,Meiqing Zhu
As a typical chiral organophosphate insecticide, the enantiomer of profenofos exhibits significant bioselective toxicity in the environment. This study investigates the enantioselective effects of chiral profenofos and 2-Bromo-4-chlorophenol on BSA. Multispectral analysis confirmed that S/R -profenofos and 2-Bromo-4-chlorophenol alterd the microenvironment of BSA, decreasing the α-helices content from 53.6 % to 52.9 %, 53.0 %, and 52.8 %. The binding constants K a for the interaction of S/R -profenofos and 2-Bromo-4-chlorophenol with BSA were 4.70, 4.66 and 4.23 × 10 4 M −1 , respectively. The LC 50 of S/R -profenofos and 2-Bromo-4-chlorophenol for zebrafish were about 0.670, 0.739 and 0.954 mg/L, while the acetylcholinesterase inhibition rate were 86.64 %, 81.21 % and 73.64 %, respectively. The toxicity levels follows the pattern of S -profenofos> R -profenofos>2-Bromo-4-chlorophenol, which was also confirmed by the molecular docking and cell experiments. This study evaluated the interaction mechanism between chiral pesticides and model proteins at the molecular level, providing a new perspective on the food safety risk of chiral pesticides.
研究领域:
环境科学
·
分子生物学
·
毒理学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
ACS Agricultural Science & Technology
·
2022
·
IF 0
Bizhu Lv,Ruying Zhong,Yue Wang,Guang Li,Siyun Zhang,Lei Yang,Meng Cai,Jin Zhang,Zhiyan Lu,Haibing Li,Xiao-Bing Zhang
Chiral pesticide enantiomers play an important role in regulating plant growth due to their different physiology, pharmacology, and toxicity. However, efficient separation of chiral pesticides remains a global challenge. Ibuprofen (IBU), a chiral compound that has an important influence on the growth of plants, was chosen as a model molecule of plant growth regulator. Herein, in this work, l-Trp-l-Ala-P6 was chosen as a chiral ligand, and STI-NH2 was chosen as a guest molecule. We designed and fabricated chiral micropore membranes with both high selectivity and high flux effects using the layer-by-layer (LBL) self-assembly method, which achieved the selective separation of R-IBU from the racemic IBU accompanied by high flux and high selectivity. Meanwhile, the effects of separated R-IBU and S-IBU on the growth of wheat seedlings were studied. The results showed that after separation by the LBL-assembled chiral micropore-4, R-IBU exhibited a more effective activity in promoting the growth of wheat seedlings. This LBL-assembled chiral micropore membrane may have potential application in the separation of chiral pesticides in the future.
研究领域:
植物学
·
材料科学
·
环境科学
✓ 已验证
DOI
RSC Advances
·
2019
·Vol. 9
·期 18
·9887-9892
·
IF 3.049
MingNa Sun,Zhou Tong,Xu Dong,Yue Chu,Mei Wang,TongChun Gao,JinSheng Duan
Penflufen is a highly efficient, broad-spectrum succinate dehydrogenase inhibitor. Owing to the increasing pesticide resistance in recent years, the use of a new fungicide, penflufen, has become increasingly widespread. However, residues that remain in the environment after the use of penflufen have an impact on human health. It is worth noting that penflufen is a chiral pesticide. The differences of residue behaviors between two enantiomers in living organisms need to be systematically studied. In this paper, reversed-phase liquid chromatography-mass spectrometry (LC-MS) was used to separate the enantiomers of penflufen, and the absolute configuration of the enantiomer was analyzed. The LC-MS/MS methods for the analysis of penflufen enantiomers on wheat plants, spinach, and Chinese cabbage were established. The results of the recovery experiments showed that the average recovery of the two enantiomers was 78.5–99.8% and RSD was 0.4–7.3%, suggesting that the accuracy and precision of the method meet the requirements of pesticide residue analysis. The results of stereoselective degradation of penflufen in the three matrices showed that there was little difference in the degradation of the two enantiomers in wheat and cabbage, while R-(+)-penflufen was degraded preferentially in spinach. This study provides data supporting the scientific use and safety evaluation of penflufen.
研究领域:
植物学
·
环境科学
·
分析化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
CHIRALITY
·
2022
·Vol. 34
·期 7
·968-976
·
IF 2.183
Haijuan Jiang,Xin Huang,Haoyue Xue,Min Wang,Yanli Qi,Liyan Jia,Xu Jing
A switchable deep eutectic solvent-based homogeneous liquid–liquid microextraction (SDES-HLLME) technique was developed and combined with high-performance liquid chromatography–diode-array detection for the determination of the chiral fungicide mefentrifluconazole. A (green) SDES was synthesized from 4-methoxyphenyl and 3-amino-1-propanol and used as an extraction solvent (thus avoiding the use of toxic extraction solvents). To improve the efficiency of the extraction process, a hydrophobic extraction solvent was subsequently generated in situ by adjusting the pH. The detection process is linear in the range of 0.01 to 1 μg ml −1 . The limit of detection and limit of quantification were determined to be 0.003 and 0.01 μg ml −1 , respectively. Recovery rates of 79.2% to 104.6% were acquired with relative standard deviations of 0.6% to 2.5%. The method is fast, simple, and environmentally friendly. Moreover, it was successfully used to enantioselectively determine the concentrations of mefentrifluconazole residues in water, fruit juice, and fermented liquor samples.
研究领域:
分析化学
·
环境科学
·
食品科学
✓ 已验证
DOI
高影响因子
JOURNAL OF HAZARDOUS MATERIALS
·
2016
·
IF 4.836
Xiaoqing Ye,Kang Xiong,Jing Liu
More attention is being paid to the enantioselective toxicity of chiral pesticides. However, limited investigations have been done to assess the ecological risks of chiral pesticides to soil community. Fenvalerate (FV), an extensively used synthetic pyrethroid, is a typical chiral pesticide. The most insecticidally active enantiomer of FV, esfenvalerate (ESFV), also has been marketed and widely used. In this study, the toxicological sensitivity and bioaccumulation of FV and ESFV in earthworms were assessed. The results showed that FV was less toxic than ESFV, but more accumulated in earthworms. ESFV was at least 4 times more toxic to earthworms than FV according to the filter paper contact toxicity test and the artificial soil test. Enantiospecific induction in oxidative stress was observed in earthworms exposed to FV and ESFV. The bioaccumulation of FV and ESFV in earthworm tissues was also enantioselective, preferentially accumulating FV. The uptake of ESFV by earthworms was lower than that of FV, so that the biota to soil accumulation factor (BSAF) value of ESFV was lower than that of FV. Our findings suggest that the enantioselective toxicity and bioaccumulation of chiral pesticides should be considered for evaluating ecological risks of these compounds to non-target organisms.
研究领域:
环境科学
·
生态毒理学
·
土壤生态学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF HAZARDOUS MATERIALS
·
2016
·
IF 4.836
Xinglu Pan,Fengshou Dong,Jun Xu,Xingang Liu,Zenglong Chen,Yongquan Zheng
Various new chiral pesticides have been registered and used in crop yields. However, few studies have focused on the environmental behavior of such new registered chiral compounds on the stereoisomer level. In this study, an effective and sensitive chiral analytical method was first developed to detect pyrisoxazole stereoisomers and then further applied to investigate the stereoselective dissipation in vegetables and soil using supercritical fluid chromatography/tandem triple quadrupole mass spectrometry. Optimal separation condition was achieved with IA column using CO 2 /MeOH (75:25) as mobile phase at 2.0 mL/min in 5 min, 35 °C and 2400 psi. The average recoveries in all of the matrices at four spiking levels ranged from 84.0% to 105.6%. Significant stereoselective dissipation was observed in cucumber and tomato under both application modes. (−) Pyrisoxazole A and (−) pyrisoxazole B were preferentially degraded in cucumber under foliar spraying mode. In contrast, (+) pyrisoxazole A and (−) pyrisoxazole B were preferentially degraded in cucumber under soil irrigation mode. (−) Pyrisoxazole A and (−) pyrisoxazole B were degraded faster than their antipodes in tomato under both application modes. However, no significant stereoselectivity was observed in soil. The results of this study could help facilitate more accurate risk assessments of pyrisoxazole.
研究领域:
环境科学
·
分析化学
·
植物保护
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2024
·
IF 5.7
Kai Yang,Yueshan Huang,Charles Amanze,Liyi Yao,Richmond Anaman,Bin Huang,Weimin Zeng
The access to the enantiopure noncanonical amino acid l-phosphinothricin (l-PPT) by applying biocatalysts is highly appealing in organic chemistry. In this study, a NADH-dependent glutamate dehydrogenase from Lachnospiraceae bacterium (LbGluDH) was chosen for the asymmetric synthesis of l-PPT. Three flexible loops undergoing big conformational shifts during the catalysis were identified and rationally engineered following the initial mutagenesis. The enzyme’s specific activity toward the key precursor of l-PPT, 2-oxo-4-[(hydroxy) (methyl) phosphinyl] butyric acid (PPO), was improved from negligible to 9 U/mg, and the Km value was reduced to 17 mM. The computational analysis showed that the modified loops broadened the enzyme’s narrow tunnels, allowing the substrate to access the binding pocket and get closer to the crucial residue D165, thereby enhancing the catalytic process. Utilizing the variant as the catalyst, the preparation of l-PPT achieved a 100% conversion rate within 60 min, coupled with a stereoselectivity exceeding 99.9%, demonstrating its practical capacity for industrial application. Similar enhancement in catalytic activity was obtained applying the same strategy to a typical NADH-dependent GluDH from Pyrobaculum islandicum (PisGluDH), indicating the effectiveness of our strategy for the protein engineering of GluDHs targeted to the biosynthesis of unnatural compounds.
研究领域:
生物化学
·
生物技术
·
有机化学
·
酶学
·
蛋白质工程
✓ 已验证
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）