(±)-Metalaxyl (BioDeep_00000001163)

 

Secondary id: BioDeep_00000014943

human metabolite Endogenous Industrial Pollutants


代谢物信息卡片


methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate

化学式: C15H21NO4 (279.1471)
中文名称: 乙腈中甲霜灵溶液, 精甲霜灵, 甲霜灵
谱图信息: 最多检出来源 Viridiplantae(plant) 14.89%

分子结构信息

SMILES: CC1=C(C(=CC=C1)C)N(C(C)C(=O)OC)C(=O)COC
InChI: InChI=1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3

描述信息

CONFIDENCE standard compound; INTERNAL_ID 643; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8605; ORIGINAL_PRECURSOR_SCAN_NO 8603
CONFIDENCE standard compound; INTERNAL_ID 643; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8561; ORIGINAL_PRECURSOR_SCAN_NO 8560
CONFIDENCE standard compound; INTERNAL_ID 643; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8595; ORIGINAL_PRECURSOR_SCAN_NO 8594
CONFIDENCE standard compound; INTERNAL_ID 643; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8508; ORIGINAL_PRECURSOR_SCAN_NO 8507
CONFIDENCE standard compound; INTERNAL_ID 643; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8544; ORIGINAL_PRECURSOR_SCAN_NO 8543
CONFIDENCE standard compound; INTERNAL_ID 643; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8588; ORIGINAL_PRECURSOR_SCAN_NO 8583
CONFIDENCE standard compound; EAWAG_UCHEM_ID 135
CONFIDENCE standard compound; INTERNAL_ID 8391
CONFIDENCE standard compound; INTERNAL_ID 2567
Systemic agricultural fungicid

同义名列表

15 个代谢物同义名

methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate; Methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninic acid; Methyl-DL-N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-alaninate; Ridomil, (L-ala)-isomer; (+-)-metalaxyl; rac-Metalaxyl; (±)-Metalaxyl; R-Metalaxyl; Metalaxyl-M; METALAXYL; Ridomil; Acylon; MTX; Metalaxyl-M; Metalaxyl



数据库引用编号

44 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 9 ARHGAP45, ARSA, CAT, CES2, GPI, HPGDS, MYL7, RGN, TBX5
Peripheral membrane protein 3 ACHE, CYP1B1, GBA1
Endoplasmic reticulum membrane 4 ARSA, CYP1B1, CYP26A1, IHH
Nucleus 5 ACHE, CBX4, GATA4, RGN, TBX5
cytosol 6 ARHGAP45, CAT, CES2, GPI, HPGDS, MYL7
nuclear body 2 CBX4, GATA4
trans-Golgi network 1 GBA1
centrosome 1 CTSC
nucleoplasm 6 ARSA, CBX4, CTSC, GATA4, HPGDS, TBX5
RNA polymerase II transcription regulator complex 1 GATA4
Cell membrane 3 ACHE, IHH, MFSD10
Lipid-anchor 1 IHH
ruffle membrane 1 ARHGAP45
Multi-pass membrane protein 1 MFSD10
Golgi apparatus membrane 1 IHH
Synapse 1 ACHE
cell surface 1 ACHE
Golgi apparatus 2 ACHE, GBA1
Golgi membrane 1 IHH
lysosomal membrane 1 GBA1
mitochondrial inner membrane 1 GATM
neuromuscular junction 1 ACHE
Lysosome 3 ARSA, CTSC, GBA1
acrosomal vesicle 1 ARSA
endosome 1 ARSA
plasma membrane 4 ACHE, ARHGAP45, IHH, MFSD10
Membrane 7 ACHE, ARHGAP45, CAT, CTSC, CYP1B1, GPI, MFSD10
extracellular exosome 7 ARSA, CAT, CES2, CTSC, GATM, GBA1, GPI
Lysosome membrane 1 GBA1
Lumenal side 1 GBA1
endoplasmic reticulum 3 ARSA, CES2, GBA1
extracellular space 5 ACHE, ARSA, CTSC, GPI, IHH
lysosomal lumen 2 ARSA, GBA1
perinuclear region of cytoplasm 1 ACHE
mitochondrion 4 ABAT, CAT, CYP1B1, GATM
protein-containing complex 2 CAT, TBX5
intracellular membrane-bounded organelle 5 CAT, CES2, CTSC, CYP1B1, HPGDS
Microsome membrane 2 CYP1B1, CYP26A1
Secreted 3 ACHE, GPI, IHH
extracellular region 7 ACHE, ARHGAP45, ARSA, CAT, CTSC, GPI, IHH
mitochondrial matrix 2 ABAT, CAT
Extracellular side 1 ACHE
transcription regulator complex 1 TBX5
ciliary membrane 1 GPI
dendritic spine 1 MYL7
nucleolus 1 ARSA
COPII-coated ER to Golgi transport vesicle 1 CTSC
Cell projection, ruffle membrane 1 ARHGAP45
Mitochondrion inner membrane 1 GATM
focal adhesion 1 CAT
extracellular matrix 1 IHH
Peroxisome 1 CAT
basement membrane 1 ACHE
myofibril 1 MYL7
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
mitochondrial intermembrane space 1 GATM
collagen-containing extracellular matrix 1 CTSC
nuclear speck 1 CBX4
Nucleus inner membrane 1 MFSD10
nuclear inner membrane 1 MFSD10
chromatin 2 GATA4, TBX5
brush border membrane 1 MFSD10
Nucleus, nucleolus 1 ARSA
Lipid-anchor, GPI-anchor 1 ACHE
Lipid droplet 1 CES2
myosin complex 1 MYL7
Cytoplasmic vesicle membrane 1 MFSD10
Nucleus speckle 1 CBX4
side of membrane 1 ACHE
ficolin-1-rich granule lumen 2 CAT, GPI
secretory granule lumen 3 ARHGAP45, CAT, GPI
endoplasmic reticulum lumen 3 ARSA, CES2, CTSC
PcG protein complex 1 CBX4
PRC1 complex 1 CBX4
GET complex 1 ARSA
azurophil granule lumen 3 ARHGAP45, ARSA, CTSC
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 CTSC
A band 1 MYL7
synaptic cleft 1 ACHE
protein-DNA complex 1 TBX5
extrinsic component of external side of plasma membrane 1 ARSA
catalase complex 1 CAT
[Isoform H]: Cell membrane 1 ACHE
4-aminobutyrate transaminase complex 1 ABAT
[Indian hedgehog protein N-product]: Cell membrane 1 IHH
[Indian hedgehog protein]: Endoplasmic reticulum membrane 1 IHH


文献列表

  • Yali Wang, Haotian Wu, Siying Fei, Junzhe Zhang, Kun Hu. Characterizing the Mechanisms of Metalaxyl, Bronopol and Copper Sulfate against Saprolegnia parasitica Using Modern Transcriptomics. Genes. 2022 08; 13(9):. doi: 10.3390/genes13091524. [PMID: 36140692]
  • Amilcar Vargas, Pierce A Paul, Jonell Winger, Christine Susan Balk, Meredith Eyre, Bruce Clevinger, Sarah Noggle, Anne E Dorrance. Oxathiapiprolin Alone or Mixed with Metalaxyl Seed Treatment for Management of Soybean Seedling Diseases Caused by Species of Phytophthora, Phytopythium, and Pythium. Plant disease. 2022 Aug; 106(8):2127-2137. doi: 10.1094/pdis-09-21-1952-re. [PMID: 35133185]
  • Leonie Hillebrands, Marc Lamshoeft, Andreas Lagojda, Andreas Stork, Oliver Kayser. In vitro metabolism of tebuconazole, flurtamone, fenhexamid, metalaxyl-M and spirodiclofen in Cannabis sativa L. (hemp) callus cultures. Pest management science. 2021 Dec; 77(12):5356-5366. doi: 10.1002/ps.6575. [PMID: 34309997]
  • Xiangwei You, Fengyue Suo, Shaojing Yin, Xiao Wang, Hao Zheng, Song Fang, Chengsheng Zhang, Fengmin Li, Yiqiang Li. Biochar decreased enantioselective uptake of chiral pesticide metalaxyl by lettuce and shifted bacterial community in agricultural soil. Journal of hazardous materials. 2021 Sep; 417(?):126047. doi: 10.1016/j.jhazmat.2021.126047. [PMID: 33992003]
  • Moying Wang, Stephen Van Vleet, Rebecca McGee, Timothy Paulitz, Lyndon Porter, Kurtis Schroeder, George Vandemark, Weidong Chen. Chickpea Seed Rot and Damping-Off Caused by Metalaxyl-Resistant Pythium ultimum and Its Management with Ethaboxam. Plant disease. 2021 Jun; 105(6):1728-1737. doi: 10.1094/pdis-08-20-1659-re. [PMID: 33118871]
  • Mei-Nan OuYang, Xiao Liu, Hao-Ming Guo, Zhi-Heng Lu, Dong-Dong Zhou, Zhong-Hua Yang. The different toxic effects of metalaxyl and metalaxyl-M on Tubifex tubifex. Ecotoxicology and environmental safety. 2021 Jan; 208(?):111587. doi: 10.1016/j.ecoenv.2020.111587. [PMID: 33396110]
  • Weiyan Wang, Dong Liu, Xin Zhuo, Yiye Wang, Zhiqiang Song, Fangxin Chen, Yuemin Pan, Zhimou Gao. The RPA190-pc gene participates in the regulation of metalaxyl sensitivity, pathogenicity and growth in Phytophthora capsici. Gene. 2021 Jan; 764(?):145081. doi: 10.1016/j.gene.2020.145081. [PMID: 32860897]
  • Yahui He, Xu Jiao, Tangwei Zhang, Mengqiang Wang, Majid Khan, Muhammad Rafiullah Khan, Yongxin She. Study on the dissipation pattern and risk assessment of metalaxyl-M in rice grains and paddy soil and water by liquid chromatography-tandem mass spectrometry. Environmental science and pollution research international. 2021 Jan; 28(4):4245-4252. doi: 10.1007/s11356-020-10802-3. [PMID: 32939654]
  • Jinping Gu, Yafei Cheng, Chenyang Ji, Ying Tao, Meirong Zhao. Analysis of the Different Metabolic Phenotypes of Metalaxyl Enantiomers in Adolescent Rat by Using 1H NMR Based Urinary Metabolomics. Chemical research in toxicology. 2020 06; 33(6):1449-1457. doi: 10.1021/acs.chemrestox.0c00011. [PMID: 32154713]
  • Yuqiong Wu, Zhenyi Xu, Xiaobin Xu, Li Fan, Xianbiao Jiang. Exposure to Metalaxyl Disturbs the Skeletal Development of Zebrafish Embryos. Bulletin of environmental contamination and toxicology. 2020 Apr; 104(4):432-437. doi: 10.1007/s00128-020-02806-z. [PMID: 32072197]
  • Seham M Hamed, Sherif H Hassan, Samy Selim, Mohammed A M Wadaan, Mohamed Mohany, Wael N Hozzein, Hamada AbdElgawad. Differential responses of two cyanobacterial species to R-metalaxyl toxicity: Growth, photosynthesis and antioxidant analyses. Environmental pollution (Barking, Essex : 1987). 2020 Mar; 258(?):113681. doi: 10.1016/j.envpol.2019.113681. [PMID: 31843238]
  • Wenwen Gong, Mengyun Jiang, Tingting Zhang, Wei Zhang, Gang Liang, Bingru Li, Bin Hu, Ping Han. Uptake and dissipation of metalaxyl-M, fludioxonil, cyantraniliprole and thiamethoxam in greenhouse chrysanthemum. Environmental pollution (Barking, Essex : 1987). 2020 Feb; 257(?):113499. doi: 10.1016/j.envpol.2019.113499. [PMID: 31706771]
  • Xiangwei You, Hao Zheng, Jing Ge, Song Fang, Fengyue Suo, Qingxian Kong, Peng Zhao, Guangyu Zhang, Chengsheng Zhang, Yiqiang Li. Effect of Biochar on the Enantioselective Soil Dissipation and Lettuce Uptake and Translocation of the Chiral Pesticide Metalaxyl in Contaminated Soil. Journal of agricultural and food chemistry. 2019 Dec; 67(49):13550-13557. doi: 10.1021/acs.jafc.9b05559. [PMID: 31721576]
  • Yuqiong Wu, Ying Zhang, Meng Chen, Qihong Yang, Shanshan Zhuang, Liangju Lv, Zhenghong Zuo, Chonggang Wang. Exposure to low-level metalaxyl impacts the cardiac development and function of zebrafish embryos. Journal of environmental sciences (China). 2019 Nov; 85(?):1-8. doi: 10.1016/j.jes.2019.03.019. [PMID: 31471016]
  • Ping Zhang, Sheng Wang, Yuhan He, Yangyang Xu, Dongmei Shi, Furong Yang, Weizhong Yu, Wentao Zhu, Lin He. Identifying Metabolic Perturbations and Toxic Effects of Rac-Metalaxyl and Metalaxyl-M in Mice Using Integrative NMR and UPLC-MS/MS Based Metabolomics. International journal of molecular sciences. 2019 Nov; 20(21):. doi: 10.3390/ijms20215457. [PMID: 31683916]
  • Qiang Zhang, Ruirui Feng, Qing Zheng, Jinyang Li, Zhirou Liu, Dan Zhao, Yuling Meng, Yuee Tian, Weiwei Li, Xiaowei Ma, Shuang Wang, Weixing Shan. Population Genetic Analysis of Phytophthora parasitica From Tobacco in Chongqing, Southwestern China. Plant disease. 2019 Oct; 103(10):2599-2605. doi: 10.1094/pdis-05-18-0879-re. [PMID: 31339441]
  • Michael Kubicki, Marc Lamshöft, Andreas Lagojda, Michael Spiteller. Metabolism and spatial distribution of metalaxyl in tomato plants grown under hydroponic conditions. Chemosphere. 2019 Mar; 218(?):36-41. doi: 10.1016/j.chemosphere.2018.11.069. [PMID: 30469002]
  • Gilvani Carla Mallmann, José Paulo Sousa, Ingvar Sundh, Silvia Pieper, Maria Arena, Sonia Purin da Cruz, Osmar Klauberg-Filho. Placing arbuscular mycorrhizal fungi on the risk assessment test battery of plant protection products (PPPs). Ecotoxicology (London, England). 2018 Sep; 27(7):809-818. doi: 10.1007/s10646-018-1946-0. [PMID: 29802487]
  • Fengping Chen, Qian Zhou, Jing Xi, Dong-Liang Li, Guido Schnabel, Jiasui Zhan. Analysis of RPA190 revealed multiple positively selected mutations associated with metalaxyl resistance in Phytophthora infestans. Pest management science. 2018 Aug; 74(8):1916-1924. doi: 10.1002/ps.4893. [PMID: 29457681]
  • Doringar Tadom, Georges Kamgang-Youbi, Elie Acayanka, Estella Njoyim-Tamungang, Samuel Laminsi. Reduction of sludge formed during a coagulation treatment of Ridomil Gold by means of non-thermal quenched plasma pre-treatment. Environmental monitoring and assessment. 2018 Jun; 190(7):443. doi: 10.1007/s10661-018-6824-y. [PMID: 29959547]
  • Song Fang, Yi Tao, Yizhi Zhang, Fanyu Kong, Yunbai Wang. Effects of metalaxyl enantiomers stress on root activity and leaf antioxidant enzyme activities in tobacco seedlings. Chirality. 2018 04; 30(4):469-474. doi: 10.1002/chir.22810. [PMID: 29334408]
  • Nurgul Atmaca, Sevket Arikan, Dinc Essiz, Hakan Kalender, Ozkan Simsek, Fatih Sultan Bilmen, Ruhi Kabakci. Effects of mancozeb, metalaxyl and tebuconazole on steroid production by bovine luteal cells in vitro. Environmental toxicology and pharmacology. 2018 Apr; 59(?):114-118. doi: 10.1016/j.etap.2018.03.009. [PMID: 29558666]
  • Sizhuo Wu, Weiwei Yu, Caiyuan Sun, Kunming Zheng, Haizhen Zhang, Min Huang, Deyu Hu, Kankan Zhang. Simultaneous determination of residues of metalaxyl, cyazofamid and a cyazofamid metabolite in tobacco leaves and soil by liquid chromatography with tandem mass spectrometry. Biomedical chromatography : BMC. 2018 Apr; 32(4):. doi: 10.1002/bmc.4161. [PMID: 29226978]
  • Ping Zhang, Wentao Zhu, Dezhen Wang, Jin Yan, Yao Wang, Lin He. Enantioselective Effects of Metalaxyl Enantiomers on Breast Cancer Cells Metabolic Profiling Using HPLC-QTOF-Based Metabolomics. International journal of molecular sciences. 2017 Jan; 18(1):. doi: 10.3390/ijms18010142. [PMID: 28085117]
  • Michael E H Matson, Ian M Small, William E Fry, Howard S Judelson. Metalaxyl Resistance in Phytophthora infestans: Assessing Role of RPA190 Gene and Diversity Within Clonal Lineages. Phytopathology. 2015 Dec; 105(12):1594-600. doi: 10.1094/phyto-05-15-0129-r. [PMID: 26551315]
  • Jorge Teixeira, Pedro Ferraz, Carlota Gouveia, Frederico Azevedo, Simão Neves, Fernanda Fidalgo, Adrián M T Silva. Targeting key metabolic points for an enhanced phytoremediation of wastewaters pre-treated by the photo-Fenton process using Solanum nigrum L. Ecotoxicology and environmental safety. 2015 Oct; 120(?):124-9. doi: 10.1016/j.ecoenv.2015.05.035. [PMID: 26057079]
  • Yuee Tian, Junliang Yin, Jieping Sun, Hongmei Ma, Yunfang Ma, Junli Quan, Weixing Shan. Population Structure of the Late Blight Pathogen Phytophthora infestans in a Potato Germplasm Nursery in Two Consecutive Years. Phytopathology. 2015 Jun; 105(6):771-7. doi: 10.1094/phyto-03-14-0073-r. [PMID: 25738550]
  • Guangfei Wang, Yan Ma. [Environmental fitness of metalaxyl-resistant isolate of Phytophthora capsici]. Wei sheng wu xue bao = Acta microbiologica Sinica. 2015 May; 55(5):627-34. doi: . [PMID: 26259487]
  • Mohammad Kazem Ramezani, Dariush Shahriari. Dissipation behaviour, processing factors and risk assessment for metalaxyl in greenhouse-grown cucumber. Pest management science. 2015 Apr; 71(4):579-83. doi: 10.1002/ps.3859. [PMID: 25044468]
  • Md Asad-Uz-Zaman, Mohammad Rejwan Bhuiyan, Mohammad Ashik Iqbal Khan, Md Khurshed Alam Bhuiyan, Mohammad Abdul Latif. Integrated options for the management of black root rot of strawberry caused by Rhizoctonia solani Kuhn. Comptes rendus biologies. 2015 Feb; 338(2):112-20. doi: 10.1016/j.crvi.2014.11.006. [PMID: 25595298]
  • Meiyun Wang, Xiude Hua, Qing Zhang, Yu Yang, Haiyan Shi, Minghua Wang. Enantioselective degradation of metalaxyl in grape, tomato, and rice plants. Chirality. 2015 Feb; 27(2):109-14. doi: 10.1002/chir.22397. [PMID: 25311959]
  • Ping Zhang, Wentao Zhu, Jing Qiu, Dezhen Wang, Xinru Wang, Yao Wang, Zhiqiang Zhou. Evaluating the enantioselective degradation and novel metabolites following a single oral dose of metalaxyl in mice. Pesticide biochemistry and physiology. 2014 Nov; 116(?):32-9. doi: 10.1016/j.pestbp.2014.09.008. [PMID: 25454518]
  • Tong Liu, Lusheng Zhu, Yingnan Han, Jinhua Wang, Jun Wang, Yan Zhao. The cytotoxic and genotoxic effects of metalaxy-M on earthworms (Eisenia fetida). Environmental toxicology and chemistry. 2014 Oct; 33(10):2344-50. doi: 10.1002/etc.2682. [PMID: 25043480]
  • Runqiang Liu, Yijun Zhang, Lianyang Bai, Mingxian Huang, Jun Chen, Yuping Zhang. Synthesis of cellulose-2,3-bis(3,5-dimethylphenylcarbamate) in an ionic liquid and its chiral separation efficiency as stationary phase. International journal of molecular sciences. 2014 Apr; 15(4):6161-8. doi: 10.3390/ijms15046161. [PMID: 24733066]
  • Abdel-Naieem I M Al-Assiuty, Mohamed A Khalil, Abdel-Wahab A Ismail, Nico M van Straalen, Mohamed F Ageba. Effects of fungicides and biofungicides on population density and community structure of soil oribatid mites. The Science of the total environment. 2014 Jan; 466-467(?):412-20. doi: 10.1016/j.scitotenv.2013.07.063. [PMID: 23933448]
  • Meiyun Wang, Qing Zhang, Lujing Cong, Wei Yin, Minghua Wang. Enantioselective degradation of metalaxyl in cucumber, cabbage, spinach and pakchoi. Chemosphere. 2014 Jan; 95(?):241-6. doi: 10.1016/j.chemosphere.2013.08.084. [PMID: 24080002]
  • Yuanbo Li, Fengshou Dong, Xingang Liu, Jun Xu, Xiu Chen, Yongtao Han, Youpu Cheng, Qiu Jian, Yongquan Zheng. Enantioselective separation and transformation of metalaxyl and its major metabolite metalaxyl acid in tomato and cucumber. Food chemistry. 2013 Nov; 141(1):10-7. doi: 10.1016/j.foodchem.2013.02.126. [PMID: 23768319]
  • Jian Hu, Zhili Pang, Yang Bi, Jingpeng Shao, Yongzhao Diao, Jianguo Guo, Yonggang Liu, Heping Lv, Kurt Lamour, Xili Liu. Genetically diverse long-lived clonal lineages of Phytophthora capsici from pepper in Gansu, China. Phytopathology. 2013 Sep; 103(9):920-6. doi: 10.1094/phyto-01-13-0016-r. [PMID: 23550971]
  • Alipio Bermúdez-Couso, David Fernández-Calviño, Manuel Ali Álvarez-Enjo, Jesús Simal-Gándara, Juan Carlos Nóvoa-Muñoz, Manuel Arias-Estévez. Pollution of surface waters by metalaxyl and nitrate from non-point sources. The Science of the total environment. 2013 Sep; 461-462(?):282-9. doi: 10.1016/j.scitotenv.2013.05.023. [PMID: 23738984]
  • Lutz Sulimma, Anke Bullach, Souvik Kusari, Marc Lamshöft, Sebastian Zühlke, Michael Spiteller. Enantioselective degradation of the chiral fungicides metalaxyl and furalaxyl by Brevibacillus brevis. Chirality. 2013 Jun; 25(6):336-40. doi: 10.1002/chir.22158. [PMID: 23716265]
  • Sufang Fan, Fengzu Zhang, Kailin Deng, Chuanshan Yu, Shaowen Liu, Pengyue Zhao, Canping Pan. Spinach or amaranth contains highest residue of metalaxyl, fluazifop-P-butyl, chlorpyrifos, and lambda-cyhalothrin on six leaf vegetables upon open field application. Journal of agricultural and food chemistry. 2013 Mar; 61(9):2039-44. doi: 10.1021/jf304710u. [PMID: 23387923]
  • Ritu Rani, Vineet K Sharma, G S Rattan, Balwinder Singh, Neeraj Sharma. Dissipation of residues of mancozeb and metalaxyl in tomato (Solanum lycopersicum L.). Bulletin of environmental contamination and toxicology. 2013 Feb; 90(2):248-51. doi: 10.1007/s00128-012-0910-6. [PMID: 23242257]
  • Constantinos Moulas, Christos Petsoulas, Konstantina Rousidou, Chiara Perruchon, Panagiotis Karas, Dimitrios G Karpouzas. Effects of systemic pesticides imidacloprid and metalaxyl on the phyllosphere of pepper plants. BioMed research international. 2013; 2013(?):969750. doi: 10.1155/2013/969750. [PMID: 23841101]
  • Miao Han, Gang Liu, Ji-Ping Li, Francine Govers, Xiao-Qiong Zhu, Chong-Yao Shen, Li-Yun Guo. Phytophthora infestans field isolates from Gansu province, China are genetically highly diverse and show a high frequency of self fertility. The Journal of eukaryotic microbiology. 2013 Jan; 60(1):79-88. doi: 10.1111/jeu.12010. [PMID: 23194320]
  • Fei Ding, Xiu-Nan Li, Jian-Xiong Diao, Ye Sun, Li Zhang, Ying Sun. Chiral recognition of metalaxyl enantiomers by human serum albumin: evidence from molecular modeling and photophysical approach. Chirality. 2012 Jun; 24(6):471-80. doi: 10.1002/chir.22024. [PMID: 22544615]
  • Nicholas T Amponsah, Eirian Jones, Hayley J Ridgway, Marlene V Jaspers. Evaluation of fungicides for the management of Botryosphaeria dieback diseases of grapevines. Pest management science. 2012 May; 68(5):676-83. doi: 10.1002/ps.2309. [PMID: 22290833]
  • G S Rattan, Neeraj Sharma. Dissipation kinetics of metalaxyl in cucumber. Bulletin of environmental contamination and toxicology. 2012 May; 88(5):769-71. doi: 10.1007/s00128-012-0577-z. [PMID: 22392008]
  • Edwin L Fiscus, Fitzgerald L Booker, Walid Sadok, Kent O Burkey. Influence of atmospheric vapour pressure deficit on ozone responses of snap bean (Phaseolus vulgaris L.) genotypes. Journal of experimental botany. 2012 Apr; 63(7):2557-64. doi: 10.1093/jxb/err443. [PMID: 22268148]
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