METRIBUZIN (BioDeep_00000408965)

Main id: BioDeep_00000001167

 

natural product Industrial Pollutants


代谢物信息卡片


Pesticide5_Metribuzin_C8H14N4OS_4-Amino-6-(2-methyl-2-propanyl)-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one

化学式: C8H14N4OS (214.0888)
中文名称: 嗪草酮
谱图信息: 最多检出来源 not specific(not specific) 0%

分子结构信息

SMILES: CC(C)(C)C1=NN=C(N(C1=O)N)SC
InChI: InChI=1S/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3

描述信息

D010575 - Pesticides > D006540 - Herbicides
D016573 - Agrochemicals

同义名列表

4 个代谢物同义名

METRIBUZIN; Pesticide5_Metribuzin_C8H14N4OS_4-Amino-6-(2-methyl-2-propanyl)-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one; MTB; Metribuzin



数据库引用编号

18 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)

0 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 ALB, ARHGAP45, CAT, CSTB, G6PD, HPGDS, IGF2BP3, NGDN, SPX
Peripheral membrane protein 4 ACHE, CYP1B1, G6PD, HSD17B6
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 6 ACHE, ALB, CSTB, IGF2BP3, MYB, NGDN
cytosol 10 ALB, ARHGAP45, CAT, CSTB, G6PD, GPT, GSR, HPGDS, IGF2BP3, MYB
dendrite 1 NGDN
centrosome 1 ALB
nucleoplasm 3 HPGDS, MYB, NGDN
RNA polymerase II transcription regulator complex 1 MYB
Cell membrane 2 ACHE, ROS1
ruffle membrane 1 ARHGAP45
Cell projection, axon 1 NGDN
Early endosome membrane 1 HSD17B6
Synapse 2 ACHE, TAC1
cell surface 2 ACHE, ROS1
glutamatergic synapse 1 NGDN
Golgi apparatus 2 ACHE, ALB
neuromuscular junction 1 ACHE
neuronal cell body 1 TAC1
postsynapse 1 NGDN
Cytoplasm, cytosol 1 G6PD
Cytoplasmic vesicle, secretory vesicle 1 SPX
plasma membrane 3 ACHE, ARHGAP45, ROS1
Membrane 7 ACHE, ARHGAP45, CAT, CYP1B1, G6PD, MYB, ROS1
axon 2 NGDN, TAC1
extracellular exosome 6 ALB, CAT, CSTB, G6PD, GPT, GSR
Lumenal side 1 HSD17B6
endoplasmic reticulum 2 ALB, HSD17B6
extracellular space 6 ACHE, ALB, CSTB, GH1, SPX, TAC1
perinuclear region of cytoplasm 2 ACHE, ROS1
mitochondrion 4 CAT, CYP1B1, GSR, NGDN
protein-containing complex 2 ALB, CAT
intracellular membrane-bounded organelle 5 CAT, CYP1B1, G6PD, HPGDS, HSD17B6
Microsome membrane 2 CYP1B1, HSD17B6
filopodium 1 NGDN
Single-pass type I membrane protein 1 ROS1
Secreted 3 ACHE, ALB, GH1
extracellular region 8 ACHE, ALB, ARHGAP45, CAT, CSTB, GH1, SPX, TAC1
cytoplasmic side of plasma membrane 1 G6PD
mitochondrial matrix 2 CAT, GSR
Extracellular side 1 ACHE
anchoring junction 1 ALB
centriolar satellite 1 G6PD
external side of plasma membrane 1 GSR
nucleolus 2 CSTB, NGDN
Cytoplasm, P-body 1 IGF2BP3
P-body 1 IGF2BP3
Cell projection, ruffle membrane 1 ARHGAP45
focal adhesion 1 CAT
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 CSTB
Cell projection, filopodium 1 NGDN
receptor complex 1 ROS1
ciliary basal body 1 ALB
centriole 1 ALB
Secreted, extracellular space 1 SPX
Nucleus, nucleolus 1 NGDN
spindle pole 1 ALB
blood microparticle 1 ALB
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 1 GH1
Chromosome, centromere 1 NGDN
Cell projection, dendrite 1 NGDN
Cytoplasm, Stress granule 1 IGF2BP3
cytoplasmic stress granule 1 IGF2BP3
side of membrane 1 ACHE
ficolin-1-rich granule lumen 2 CAT, CSTB
secretory granule lumen 3 ARHGAP45, CAT, CSTB
endoplasmic reticulum lumen 1 ALB
nuclear matrix 1 MYB
platelet alpha granule lumen 1 ALB
tertiary granule lumen 1 CSTB
dense core granule 1 SPX
transport vesicle 1 SPX
azurophil granule lumen 1 ARHGAP45
small-subunit processome 1 NGDN
chromosome, centromeric region 1 NGDN
synaptic cleft 1 ACHE
growth hormone receptor complex 1 GH1
catalase complex 1 CAT
[Isoform H]: Cell membrane 1 ACHE
ciliary transition fiber 1 ALB
perforant pathway to dendrate granule cell synapse 1 NGDN


文献列表

  • Rudra Bhattarai, Hui Liu, Kadambot H M Siddique, Guijun Yan. Transcriptomic profiling of near-isogenic lines reveals candidate genes for a significant locus conferring metribuzin resistance in wheat. BMC plant biology. 2023 May; 23(1):237. doi: 10.1186/s12870-023-04166-2. [PMID: 37142987]
  • Vaibhav Kumar, Adiba Khan, Alka Srivastava, Gauri Saxena. Toxicity assessment of metribuzin and its amelioration through plant growth regulators in Vigna radiata (L.) R. Wilczek. Environmental science and pollution research international. 2022 Dec; ?(?):. doi: 10.1007/s11356-022-24534-z. [PMID: 36478549]
  • Lynn Abou-Khater, Fouad Maalouf, Abdulqader Jighly, Alsamman M Alsamman, Diego Rubiales, Nicolas Rispail, Jinguo Hu, Yu Ma, Rind Balech, Aladdin Hamwieh, Michael Baum, Shiv Kumar. Genomic regions associated with herbicide tolerance in a worldwide faba bean (Vicia faba L.) collection. Scientific reports. 2022 01; 12(1):158. doi: 10.1038/s41598-021-03861-0. [PMID: 34996977]
  • Fang Wang, Jing Gao, Wangjing Zhai, Jingna Cui, Yifan Hua, Zhiqiang Zhou, Donghui Liu, Peng Wang, Hongjun Zhang. Accumulation, distribution and removal of triazine pesticides by Eichhornia crassipes in water-sediment microcosm. Ecotoxicology and environmental safety. 2021 Aug; 219(?):112236. doi: 10.1016/j.ecoenv.2021.112236. [PMID: 33989919]
  • Werner Bomann, Helen Tinwell, Peter Jenkinson, Felix M Kluxen. Metribuzin-induced non-adverse liver changes result in rodent-specific non-adverse thyroid effects via uridine 5'-diphospho-glucuronosyltransferase (UDPGT, UGT) modulation. Regulatory toxicology and pharmacology : RTP. 2021 Jun; 122(?):104884. doi: 10.1016/j.yrtph.2021.104884. [PMID: 33596450]
  • Roopali Bhoite, Ping Si, Kadambot H M Siddique, Guijun Yan. Comparative transcriptome analyses for metribuzin tolerance provide insights into key genes and mechanisms restoring photosynthetic efficiency in bread wheat (Triticum aestivum L.). Genomics. 2021 05; 113(3):910-918. doi: 10.1016/j.ygeno.2021.02.004. [PMID: 33600945]
  • Paola Ganugi, Begoña Miras-Moreno, Pascual Garcia-Perez, Luigi Lucini, Marco Trevisan. Concealed metabolic reprogramming induced by different herbicides in tomato. Plant science : an international journal of experimental plant biology. 2021 Feb; 303(?):110727. doi: 10.1016/j.plantsci.2020.110727. [PMID: 33487335]
  • Dipak Kumar Hazra, Aloke Purkait, Durgesh Raghuwanshi, K Sri Rama Murthy. Method Validation for Quantitative Analysis of Metribuzin in Wheat by Liquid Chromatography-Tandem Mass Spectrometry. Journal of chromatographic science. 2021 Jan; 59(1):47-54. doi: 10.1093/chromsci/bmaa075. [PMID: 33094317]
  • Hongju Ma, Huan Lu, Heping Han, Qin Yu, Stephen Powles. Metribuzin resistance via enhanced metabolism in a multiple herbicide resistant Lolium rigidum population. Pest management science. 2020 Nov; 76(11):3785-3791. doi: 10.1002/ps.5929. [PMID: 32452149]
  • Abdul Qadeer Wahla, Samina Anwar, Jochen A Mueller, Muhammad Arslan, Samina Iqbal. Immobilization of metribuzin degrading bacterial consortium MB3R on biochar enhances bioremediation of potato vegetated soil and restores bacterial community structure. Journal of hazardous materials. 2020 05; 390(?):121493. doi: 10.1016/j.jhazmat.2019.121493. [PMID: 32081488]
  • Sofia Kostopoulou, Georgia Ntatsi, Gerasimos Arapis, Konstantinos A Aliferis. Assessment of the effects of metribuzin, glyphosate, and their mixtures on the metabolism of the model plant Lemna minor L. applying metabolomics. Chemosphere. 2020 Jan; 239(?):124582. doi: 10.1016/j.chemosphere.2019.124582. [PMID: 31514011]
  • Tatiana Volova, Sergey Baranovsky, Olga Petrovskaya, Anna Shumilova, Alexey Sukovatyi. Biological effects of the free and embedded metribuzin and tribenuron-methyl herbicides on various cultivated weed species. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2020; 55(11):1009-1019. doi: 10.1080/03601234.2020.1807835. [PMID: 32816605]
  • Roopali Bhoite, Ping Si, Hui Liu, Ling Xu, Kadambot H M Siddique, Guijun Yan. Inheritance of pre-emergent metribuzin tolerance and putative gene discovery through high-throughput SNP array in wheat (Triticum aestivum L.). BMC plant biology. 2019 Oct; 19(1):457. doi: 10.1186/s12870-019-2070-x. [PMID: 31664905]
  • Larn S McMurray, Christopher Preston, Albert Vandenberg, Dili Mao, Kirstin E Bett, Jeffrey G Paull. Induced novel psbA mutation (Ala251 to Thr) in higher plants confers resistance to PSII inhibitor metribuzin in Lens culinaris. Pest management science. 2019 Jun; 75(6):1564-1570. doi: 10.1002/ps.5328. [PMID: 30632275]
  • Ana Catarina Almeida, Tânia Gomes, Katherine Langford, Kevin V Thomas, Knut Erik Tollefsen. Oxidative stress potential of the herbicides bifenox and metribuzin in the microalgae Chlamydomonas reinhardtii. Aquatic toxicology (Amsterdam, Netherlands). 2019 May; 210(?):117-128. doi: 10.1016/j.aquatox.2019.02.021. [PMID: 30849631]
  • Abdul Qadeer Wahla, Samina Iqbal, Samina Anwar, Sadiqa Firdous, Jochen A Mueller. Optimizing the metribuzin degrading potential of a novel bacterial consortium based on Taguchi design of experiment. Journal of hazardous materials. 2019 03; 366(?):1-9. doi: 10.1016/j.jhazmat.2018.11.054. [PMID: 30500692]
  • Huan Lu, Qin Yu, Heping Han, Mechelle J Owen, Stephen B Powles. Metribuzin Resistance in a Wild Radish ( Raphanus raphanistrum) Population via Both psbA Gene Mutation and Enhanced Metabolism. Journal of agricultural and food chemistry. 2019 Feb; 67(5):1353-1359. doi: 10.1021/acs.jafc.8b05974. [PMID: 30640451]
  • Roopali Bhoite, Ifeyinwa Onyemaobi, Ping Si, Kadambot H M Siddique, Guijun Yan. Identification and validation of QTL and their associated genes for pre-emergent metribuzin tolerance in hexaploid wheat (Triticum aestivum L.). BMC genetics. 2018 11; 19(1):102. doi: 10.1186/s12863-018-0690-z. [PMID: 30419811]
  • A Aliverdi, G Ahmadvand. Herbicide Toxicity to Soybean-Rhizobium Symbiosis as Affected by Soil pH. Bulletin of environmental contamination and toxicology. 2018 Oct; 101(4):434-438. doi: 10.1007/s00128-018-2417-2. [PMID: 30120506]
  • Xing Huang, Hao Zhang, Feng Chen, Man Song. Colonization of Paracoccus sp. QCT6 and Enhancement of Metribuzin Degradation in Maize Rhizosphere Soil. Current microbiology. 2018 Feb; 75(2):156-162. doi: 10.1007/s00284-017-1360-5. [PMID: 28940107]
  • Natalia Zhila, Anastasiya Murueva, Anna Shershneva, Ekaterina Shishatskaya, Tatiana Volova. Herbicidal activity of slow-release herbicide formulations in wheat stands infested by weeds. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2017 Oct; 52(10):729-735. doi: 10.1080/03601234.2017.1356668. [PMID: 28934007]
  • Nishikant Wase, Boqiang Tu, James W Allen, Paul N Black, Concetta C DiRusso. Identification and Metabolite Profiling of Chemical Activators of Lipid Accumulation in Green Algae. Plant physiology. 2017 Aug; 174(4):2146-2165. doi: 10.1104/pp.17.00433. [PMID: 28652262]
  • Whitney Pilcher, Hana Zandkarimi, Kelly Arceneaux, Stephen Harrison, Niranjan Baisakh. Genome-wide microarray analysis leads to identification of genes in response to herbicide, metribuzin in wheat leaves. PloS one. 2017; 12(12):e0189639. doi: 10.1371/journal.pone.0189639. [PMID: 29228046]
  • Tatiana Volova, Natalia Zhila, Evgeniy Kiselev, Svetlana Prudnikova, Olga Vinogradova, Elena Nikolaeva, Anna Shumilova, Anna Shershneva, Ekaterina Shishatskaya. Poly(3-hydroxybutyrate)/metribuzin formulations: characterization, controlled release properties, herbicidal activity, and effect on soil microorganisms. Environmental science and pollution research international. 2016 Dec; 23(23):23936-23950. doi: 10.1007/s11356-016-7636-7. [PMID: 27628924]
  • Anatoly Nikolayevich Boyandin, Natalia Olegovna Zhila, Evgeniy Gennadievich Kiselev, Tatiana Grigorievna Volova. Constructing Slow-Release Formulations of Metribuzin Based on Degradable Poly(3-hydroxybutyrate). Journal of agricultural and food chemistry. 2016 Jul; 64(28):5625-32. doi: 10.1021/acs.jafc.5b05896. [PMID: 27356030]
  • Fazil Hasan, M Shafiq Ansari. Ecotoxicological hazards of herbicides on biological attributes of Zygogramma bicolorata Pallister (Coleoptera: Chrysomelidae). Chemosphere. 2016 Jul; 154(?):398-407. doi: 10.1016/j.chemosphere.2016.03.137. [PMID: 27077536]
  • Viktor V Husak, Nadia M Mosiichuk, Ivan V Maksymiv, Janet M Storey, Kenneth B Storey, Volodymyr I Lushchak. Oxidative stress responses in gills of goldfish, Carassius auratus, exposed to the metribuzin-containing herbicide Sencor. Environmental toxicology and pharmacology. 2016 Jul; 45(?):163-9. doi: 10.1016/j.etap.2016.05.028. [PMID: 27310208]
  • Ivan V Maksymiv, Viktor V Husak, Nadia M Mosiichuk, Tetiana M Matviishyn, Iryna Y Sluchyk, Janet M Storey, Kenneth B Storey, Volodymyr I Lushchak. Hepatotoxicity of herbicide Sencor in goldfish may result from induction of mild oxidative stress. Pesticide biochemistry and physiology. 2015 Jul; 122(?):67-75. doi: 10.1016/j.pestbp.2014.12.020. [PMID: 26071809]
  • Viktor V Husak, Nadia M Mosiichuk, Ivan V Maksymiv, Iryna Y Sluchyk, Janet M Storey, Kenneth B Storey, Volodymyr I Lushchak. Histopathological and biochemical changes in goldfish kidney due to exposure to the herbicide Sencor may be related to induction of oxidative stress. Aquatic toxicology (Amsterdam, Netherlands). 2014 Oct; 155(?):181-9. doi: 10.1016/j.aquatox.2014.06.020. [PMID: 25036620]
  • Antonio López-Piñeiro, David Peña, Angel Albarrán, Daniel Becerra, Javier Sánchez-Llerena. Sorption, leaching and persistence of metribuzin in Mediterranean soils amended with olive mill waste of different degrees of organic matter maturity. Journal of environmental management. 2013 Jun; 122(?):76-84. doi: 10.1016/j.jenvman.2013.03.006. [PMID: 23562950]
  • Charalampos K Myresiotis, Zisis Vryzas, Euphemia Papadopoulou-Mourkidou. Biodegradation of soil-applied pesticides by selected strains of plant growth-promoting rhizobacteria (PGPR) and their effects on bacterial growth. Biodegradation. 2012 Apr; 23(2):297-310. doi: 10.1007/s10532-011-9509-6. [PMID: 21870159]
  • Jonas Aper, Els Mechant, Baruch Rubin, Arne Heyerick, Gert Callebaut, Sven Mangelinckx, Dieter Deforce, Norbert De Kimpe, Robert Bulcke, Dirk Reheul. Absorption, translocation and metabolism of metamitron in Chenopodium album. Pest management science. 2012 Feb; 68(2):209-16. doi: 10.1002/ps.2246. [PMID: 21800410]
  • Martin Hostovsky, Jana Blahova, Lucie Plhalova, Stanislava Stepanova, Eva Praskova, Petr Marsalek, Zdenka Svobodova. Oxidative stress parameters in early developmental stages of common carp (Cyprinus carpio L.) after subchronic exposure to terbuthylazine and metribuzin. Neuro endocrinology letters. 2012; 33 Suppl 3(?):124-9. doi: . [PMID: 23353855]
  • Lucie Plhalova, Stanislava Stepanova, Eva Praskova, Lucie Chromcova, Lenka Zelnickova, Lenka Divisova, Misa Skoric, Vladimira Pistekova, Iveta Bedanova, Zdenka Svobodova. The effects of subchronic exposure to metribuzin on Danio rerio. TheScientificWorldJournal. 2012; 2012(?):728189. doi: 10.1100/2012/728189. [PMID: 22792050]
  • Munees Ahemad, Mohammad Saghir Khan. Toxicological assessment of selective pesticides towards plant growth promoting activities of phosphate solubilizing Pseudomonas aeruginosa. Acta microbiologica et immunologica Hungarica. 2011 Sep; 58(3):169-87. doi: 10.1556/amicr.58.2011.3.1. [PMID: 21983319]
  • Munees Ahemad, Mohammad Saghir Khan. Ecotoxicological assessment of pesticides towards the plant growth promoting activities of Lentil (Lens esculentus)-specific Rhizobium sp. strain MRL3. Ecotoxicology (London, England). 2011 Jun; 20(4):661-9. doi: 10.1007/s10646-011-0606-4. [PMID: 21318390]
  • Munees Ahemad, Mohammad Saghir Khan. Effect of pesticides on plant growth promoting traits of greengram-symbiont, Bradyrhizobium sp. strain MRM6. Bulletin of environmental contamination and toxicology. 2011 Apr; 86(4):384-8. doi: 10.1007/s00128-011-0231-1. [PMID: 21359648]
  • Munees Ahemad, Md Saghir Khan. Toxicological effects of selective herbicides on plant growth promoting activities of phosphate solubilizing Klebsiella sp. strain PS19. Current microbiology. 2011 Feb; 62(2):532-8. doi: 10.1007/s00284-010-9740-0. [PMID: 20721665]
  • Muhammad Naeem Mushtaq, Zahid Ata Cheema, Abdul Khaliq, M Rashid Naveed. A 75\% reduction in herbicide use through integration with sorghum + sunflower extracts for weed management in wheat. Journal of the science of food and agriculture. 2010 Aug; 90(11):1897-904. doi: 10.1002/jsfa.4030. [PMID: 20549775]
  • Christopher Ddidigwu Nwani, Wazir Singh Lakra, Naresh Sahebrao Nagpure, Ravindra Kumar, Basdeo Kushwaha, Satish Kumar Srivastava. Toxicity of the herbicide atrazine: effects on lipid peroxidation and activities of antioxidant enzymes in the freshwater fish Channa punctatus (Bloch). International journal of environmental research and public health. 2010 08; 7(8):3298-312. doi: 10.3390/ijerph7083298. [PMID: 20948961]
  • Mirjana Marković, Svjetlana Cupać, Rada Durović, Jelena Milinović, Petar Kljajić. Assessment of heavy metal and pesticide levels in soil and plant products from agricultural area of Belgrade, Serbia. Archives of environmental contamination and toxicology. 2010 Feb; 58(2):341-51. doi: 10.1007/s00244-009-9359-y. [PMID: 19603130]
  • E Mechant, T De Marez, J Aper, R Bulcke. Chlorophyll fluorescence protocol for quick detection of triazinone resistant Chenopodium album L. Communications in agricultural and applied biological sciences. 2010; 75(2):83-90. doi: . [PMID: 21542471]
  • J Velisek, Z Svobodova, V Piackova, E Sudova. Effects of acute exposure to metribuzin on some hematological, biochemical and histopathological parameters of common carp (Cyprinus carpio L.). Bulletin of environmental contamination and toxicology. 2009 Apr; 82(4):492-5. doi: 10.1007/s00128-009-9648-1. [PMID: 19159050]
  • Lance J Schuler, Gary M Rand. Aquatic risk assessment of herbicides in freshwater ecosystems of South Florida. Archives of environmental contamination and toxicology. 2008 May; 54(4):571-83. doi: 10.1007/s00244-007-9085-2. [PMID: 18094912]
  • Chase Metzger, Rick Boydston, Holly Ferguson, Martin M Williams, Richard Zack, Doug Walsh. Interactions between population density of the Colorado potato beetle, Leptinotarsa decemlineata, and herbicide rate for suppression of solanaceous weeds. Journal of insect science (Online). 2008; 8(?):1-10. doi: 10.1673/031.008.3801. [PMID: 20298117]
  • Dana B Barr, Parinya Panuwet, Johnny V Nguyen, Simeon Udunka, Larry L Needham. Assessing exposure to atrazine and its metabolites using biomonitoring. Environmental health perspectives. 2007 Oct; 115(10):1474-8. doi: 10.1289/ehp.10141. [PMID: 17938738]
  • María Elena Calderón-Segura, Sandra Gómez-Arroyo, Bertha Molina-Alvarez, Rafael Villalobos-Pietrini, Carmen Calderón-Ezquerro, Josefina Cortés-Eslava, Pedro Rafael Valencia-Quintana, Lucina López-González, Rubén Zúñiga-Reyes, José Sánchez-Rincón. Metabolic activation of herbicide products by Vicia faba detected in human peripheral lymphocytes using alkaline single cell gel electrophoresis. Toxicology in vitro : an international journal published in association with BIBRA. 2007 Sep; 21(6):1143-54. doi: 10.1016/j.tiv.2007.03.002. [PMID: 17482794]
  • Kee Woong Park, Carol A Mallory-Smith. psbA mutation (Asn266 to Thr) in Senecio vulgaris L. confers resistance to several PS II-inhibiting herbicides. Pest management science. 2006 Sep; 62(9):880-5. doi: 10.1002/ps.1252. [PMID: 16791906]
  • Gertie H P Arts, Laura L Buijse-Bogdan, J Dick M Belgers, Caroline H van Rhenen-Kersten, Rene P A van Wijngaarden, Ivo Roessink, Steve J Maund, Paul J van den Brink, Theo C M Brockt. Ecological impact in ditch mesocosms of simulated spray drift from a crop protection program for potatoes. Integrated environmental assessment and management. 2006 Apr; 2(2):105-25. doi: . [PMID: 16646380]
  • Vaneet Aggarwal, Hui Li, Brian J Teppen. Triazine adsorption by saponite and beidellite clay minerals. Environmental toxicology and chemistry. 2006 Feb; 25(2):392-9. doi: 10.1897/05-264r.1. [PMID: 16519299]
  • G Wágner, E Nádasy. Effect of pre-emergence herbicides on growth parameters of green pea. Communications in agricultural and applied biological sciences. 2006; 71(3 Pt A):809-13. doi: . [PMID: 17390825]
  • E Mechant, R Bulcke. Metamitron-resistant Chenopodium album from sugar beet: cross-resistance profile. Communications in agricultural and applied biological sciences. 2006; 71(3 Pt A):725-32. doi: . [PMID: 17390814]
  • Lemma W Mengistu, Michael J Christoffers, Rodney G Lym. A psbA mutation in Kochia scoparia (L) Schrad from railroad rights-of-way with resistance to diuron, tebuthiuron and metribuzin. Pest management science. 2005 Nov; 61(11):1035-42. doi: 10.1002/ps.1079. [PMID: 15952238]
  • Asa Bradman, Robin M Whyatt. Characterizing exposures to nonpersistent pesticides during pregnancy and early childhood in the National Children's Study: a review of monitoring and measurement methodologies. Environmental health perspectives. 2005 Aug; 113(8):1092-9. doi: 10.1289/ehp.7769. [PMID: 16079084]
  • Tuansheng Shi, Jörg Schönherr, Lukas Schreiber. Accelerators increase permeability of cuticles for the lipophilic solutes metribuzin and iprovalicarb but not for hydrophilic methyl glucose. Journal of agricultural and food chemistry. 2005 Apr; 53(7):2609-15. doi: 10.1021/jf048242w. [PMID: 15796601]
  • Maria Nivea P Dias, Marcus R D B Pereira, Ramiro F López-Ovejero, Pedro J Christoffoleti, Juliano F Barela, Valdemar L Tornisielo. Population dynamics of Digitaria spp submitted to selection pressure by herbicides in sugarcane crop. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2005; 40(1):21-8. doi: 10.1081/pfc-200034200. [PMID: 15656158]
  • Robert W Malone, Liwang Ma, R Don Wauchope, Lajpat R Ahuja, Kenneth W Rojas, Qingli Ma, Richard Warner, Matt Byers. Modeling hydrology, metribuzin degradation and metribuzin transport in macroporous tilled and no-till silt loam soil using RZWQM. Pest management science. 2004 Mar; 60(3):253-66. doi: 10.1002/ps.738. [PMID: 15025237]
  • William L Patzoldt, Bradley S Dixon, Patrick J Tranel. Triazine resistance in Amaranthus tuberculatus (Moq) Sauer that is not site-of-action mediated. Pest management science. 2003 Oct; 59(10):1134-42. doi: 10.1002/ps.743. [PMID: 14561071]
  • M Dobozi, E Lehoczky, S Horváth. Investigation of the effect of soil herbicides on the growth and nutrient uptake of potato. Communications in agricultural and applied biological sciences. 2003; 68(4 Pt A):441-7. doi: . [PMID: 15149142]
  • Swen Follak, Karl Hurle. Effect of airborne bromoxynil-octanoate and metribuzin on non-target plants. Environmental pollution (Barking, Essex : 1987). 2003; 126(2):139-46. doi: 10.1016/s0269-7491(03)00228-8. [PMID: 12927485]
  • Lea Muszkat, Leonid Feigelson, Lena Bir, Karol A Muszkat. Photocatalytic degradation of pesticides and bio-molecules in water. Pest management science. 2002 Nov; 58(11):1143-8. doi: 10.1002/ps.578. [PMID: 12449534]
  • J F Fairchild, L C Sappington. Fate and effects of the triazinone herbicide metribuzin in experimental pond mesocosms. Archives of environmental contamination and toxicology. 2002 Aug; 43(2):198-202. doi: 10.1007/s00244-002-1208-1. [PMID: 12115045]
  • C Schwenger-Erger, W Barz, N Weber. Fatty acid alteration of plastidic and extra-plastidic membrane lipids in metribuzin-resistant photoautotrophic Chenopodium rubrum cells as compared to wild-type cells. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2001 Nov; 56(11-12):1047-56. doi: 10.1515/znc-2001-11-1223. [PMID: 11837657]
  • I I Cheniad'ev. [Specific density of leaf as a characteristic of the photosynthetic apparatus]. Prikladnaia biokhimiia i mikrobiologiia. 2001 Jul; 37(4):466-71. doi: . [PMID: 11530672]
  • G Kulshrestha, S B Singh. Residual fate of metribuzin on carrot (Daucus carota) crop. Bulletin of environmental contamination and toxicology. 2001 May; 66(5):660-3. doi: 10.1007/s001280059. [PMID: 11443338]
  • R Mathew, S Kacew, S U Khan. Bioavailability in rats of bound pesticide residues from tolerant or susceptible varieties of soybean and canola treated with metribuzin or atrazine. Chemosphere. 1998 Feb; 36(3):589-96. doi: 10.1016/s0045-6535(97)00367-6. [PMID: 9451811]
  • A El-Raheem, R El-Shanshoury, S M El-Sououd, O A Awadalla, N B El-Bandy. Formation of tomatine in tomato plants infected with Streptomyces species and treated with herbicides, correlated with reduction of Pseudomonas solanacearum and Fusarium oxysporum f. sp. lycopersici. Acta microbiologica Polonica. 1995; 44(3-4):255-66. doi: ". [PMID: 8934667]
  • I Perewoska, A L Etienne, T Miranda, D Kirilovsky. S1 destabilization and higher sensitivity to light in metribuzin-resistant mutants. Plant physiology. 1994 Jan; 104(1):235-45. doi: 10.1104/pp.104.1.235. [PMID: 8115546]
  • C Schwenger-Erger, J Thiemann, W Barz, U Johanningmeier, D Naber. Metribuzin resistance in photoautotrophic Chenopodium rubrum cell cultures. Characterization of double and triple mutations in the psbA gene. FEBS letters. 1993 Aug; 329(1-2):43-6. doi: 10.1016/0014-5793(93)80189-2. [PMID: 8354405]
  • A Bouyoub, C Vernotte, C Astier. Functional analysis of the two homologous psbA gene copies in Synechocystis PCC 6714 and PCC 6803. Plant molecular biology. 1993 Jan; 21(2):249-58. doi: 10.1007/bf00019941. [PMID: 8425056]
  • S L Sprout, L M Nelson, J J Germida. Influence of metribuzin on the Rhizobium leguminosarum--lentil (Lens culinaris) symbiosis. Canadian journal of microbiology. 1992 Apr; 38(4):343-9. doi: 10.1139/m92-058. [PMID: 1611561]
  • C E Parker, A V Geeson, D E Games, E D Ramsey, E O Abusteit, F T Corbin, K B Tomer. Thermospray liquid chromatographic-mass spectrometric method for the analysis of metribuzin and its metabolites. Journal of chromatography. 1988 Apr; 438(2):359-67. doi: 10.1016/s0021-9673(00)90267-x. [PMID: 3384886]
  • J Tomaszewski, K Zwierz, Z Mnich, C Jezyna. Carbohydrate, protein and glycoprotein metabolism by the guinea-pig liver in chronic metribuzin poisoning. Acta biologica Hungarica. 1985; 36(1):15-23. doi: . [PMID: 2938375]