Pyrazosulfuron-ethyl
(Synonyms: 吡嘧磺隆) 目录号 : GC61225Pyrazosulfuron-ethyl是磺酰脲家族中抑制乙酰乳酸合酶的除草剂之一,广泛应用于农作物、大豆和蔬菜田杂草的防治。
Cas No.:93697-74-6
Sample solution is provided at 25 µL, 10mM.
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Pyrazosulfuron-ethyl, one of the acetolactate synthase inhibiting herbicides in the sulphonylurea family, has been widely used to control weed growth in commercial cereal, soybean, and vegetable fields[1].
Pyrazosulfuron-ethyl inhibited biomass production in Rhodopseudomonas palustris PSB-S, altered cell morphology, suppressed flagella formation, and reduced pigment biosynthesis through significant suppression of carotenoids biosynthesis[2].
[1]. Luo XW, et al. Adaptation mechanism and tolerance of Rhodopseudomonas palustris PSB-S under pyrazosulfuron-ethyl stress. BMC Microbiol. 2018;18(1):207. Published 2018 Dec 7.
Cas No. | 93697-74-6 | SDF | |
别名 | 吡嘧磺隆 | ||
Canonical SMILES | O=C(C1=C(S(=O)(NC(NC2=NC(OC)=CC(OC)=N2)=O)=O)N(C)N=C1)OCC | ||
分子式 | C14H18N6O7S | 分子量 | 414.39 |
溶解度 | 储存条件 | Store at -20°C | |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.4132 mL | 12.0659 mL | 24.1319 mL |
5 mM | 0.4826 mL | 2.4132 mL | 4.8264 mL |
10 mM | 0.2413 mL | 1.2066 mL | 2.4132 mL |
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1. 首先保证母液是澄清的;
2.
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Exposure to Pyrazosulfuron-ethyl induces immunotoxicity and behavioral abnormalities in zebrafish embryos
Fish Shellfish Immunol 2022 Dec;131:119-126.PMID:36195270DOI:10.1016/j.fsi.2022.09.063.
Pyrazosulfuron-ethyl is one of the most widely used herbicides in agriculture and can be widely detected in aquatic ecosystems. However, its biosafety, including its potential toxic effects on aquatic organisms and its mechanism, is still poorly understood. As an ideal vertebrate model, zebrafish, the effect of Pyrazosulfuron-ethyl on early embryonic development and immunotoxicity of zebrafish can be well evaluated. From 10 to 72 h post fertilization (hpf), zebrafish embryos were exposed to 1, 5, and 9 mg/L Pyrazosulfuron-ethyl which led in a substantial reduction in survival, total length, and heart rate, as well as a range of behavioral impairments. In zebrafish larvae, the number of neutrophils and macrophages was considerably decreased and oxidative stress levels increased in a dose-dependent way after Pyrazosulfuron-ethyl exposure. And the expression of immune-related genes, such as TLR-4, MyD88 and IL-1β, were downregulated by Pyrazosulfuron-ethyl exposure. Moreover, Pyrazosulfuron-ethyl exposure also inhibited motor behavior. Notch signaling was upregulated after exposure to Pyrazosulfuron-ethyl, while inhibition of Notch signaling pathway could rescue immunotoxicity. Therefore, our findings suggest that Pyrazosulfuron-ethyl has the potential to induce immunotoxicity and neurobehavioral changes in zebrafish larvae.
Degradation behaviour of Pyrazosulfuron-ethyl in water as affected by pH
J Environ Sci Health B 2013;48(4):266-71.PMID:23374044DOI:10.1080/03601234.2013.743761.
Pyrazosulfuron-ethyl, a new herbicide belonging to the sulfonylurea group, is used for weed control in rice crops growing in areas varying from acidic to alkaline soils. This study was undertaken to determine the degradation behaviour of Pyrazosulfuron-ethyl in distilled water and buffer solutions at pH 4, 7 and 9. Degradation was pH-dependent and herbicide was least persistent in acidic pH followed by alkaline and neutral pH. The half-life of Pyrazosulfuron-ethyl varied from 2.6 days (pH 4) to 19.4 days (pH 7) and half-life in distilled water was comparable to half-life at pH 7 buffer. HPLC analysis of different pH samples showed the formation of three metabolites viz., 5-(aminosulfonyl)-1-methyl-1H-pyrazole-4-carboxylic acid; ethyl 5-(aminosulfonyl)-1-methyl-1H-pyrazole-4-carboxylate and 2-amino-4,6-dimethoxy pyrimidine. The formation of pyrazosulfuron acid [5-([([(4,6-dimethoxy-2 pyrimidinyl)-amino]-carbonyl) amino]-sulfonyl)-1-methyl-1H-pyrazole-4-carboxylic acid] was not observed at any pH. The study indicated that the herbicide was least stable under acidic conditions and the predominant degradation route of Pyrazosulfuron-ethyl in water is hydrolysis of sulfonamide linkage.
Adaptation mechanism and tolerance of Rhodopseudomonas palustris PSB-S under Pyrazosulfuron-ethyl stress
BMC Microbiol 2018 Dec 7;18(1):207.PMID:30526497DOI:10.1186/s12866-018-1361-y.
Background: Pyrazosulfuron-ethyl is a long lasting herbicide in the agro-ecosystem and its residue is toxic to crops and other non-target organisms. A better understanding of molecular basis in Pyrazosulfuron-ethyl tolerant organisms will shed light on the adaptive mechanisms to this herbicide. Results: Pyrazosulfuron-ethyl inhibited biomass production in Rhodopseudomonas palustris PSB-S, altered cell morphology, suppressed flagella formation, and reduced pigment biosynthesis through significant suppression of carotenoids biosynthesis. A total of 1127 protein spots were detected in the two-dimensional gel electrophoresis. Among them, 72 spots representing 56 different proteins were found to be differently expressed using MALDI-TOF/TOF-MS, including 26 up- and 30 down-regulated proteins in the pyrazosulfuron-ethyl-treated PSB-S cells. The up-regulated proteins were involved predominantly in oxidative stress or energy generation pathways, while most of the down-regulated proteins were involved in the biomass biosynthesis pathway. The protein expression profiles suggested that the elongation factor G, cell division protein FtsZ, and proteins associated with the ABC transporters were crucial for R. palustris PSB-S tolerance against Pyrazosulfuron-ethyl. Conclusion: Up-regulated proteins, including elongation factor G, cell division FtsZ, ATP synthase, and superoxide dismutase, and down-regulated proteins, including ALS III and ABC transporters, as well as some unknown proteins might play roles in R. palustris PSB-S adaptation to Pyrazosulfuron-ethyl induced stresses. Functional validations of these candidate proteins should help to develope transgenic crops resistant to Pyrazosulfuron-ethyl.
Biodegradation of Pyrazosulfuron-ethyl by Acinetobacter sp. CW17
Folia Microbiol (Praha) 2012 Mar;57(2):139-47.PMID:22388979DOI:10.1007/s12223-012-0107-8.
The pyrazosulfuron-ethyl-degrading bacterium, designated as CW17, was isolated from contaminated soil near the warehouse of the factory producing Pyrazosulfuron-ethyl in Changsha city, China. The strain CW17 was identified as Acinetobacter sp. based on analyses of 94 carbon source utilization or chemical sensitivity in Biolog microplates, conventional phenotypic characteristics, and 16S rRNA gene sequencing. When Pyrazosulfuron-ethyl was provided as the sole carbon source, the effects of Pyrazosulfuron-ethyl concentration, pH, and temperature on biodegradation were examined. The degradation rates of Pyrazosulfuron-ethyl at initial concentrations of 5.0, 20.0, and 50.0 mg/L were 48.0%, 77.0%, and 32.6%, respectively, after inoculation for 7 days. The growth of the strain was inhibited at low pH buffers. The chemical degradation occurs much faster at low pH than at neutral and basic pH conditions. The degradation rate of Pyrazosulfuron-ethyl at 30°C was faster than those at 20 and 37°C by CW17 strains. Two metabolites of degradation were analyzed by liquid chromatography-mass spectroscopy (LC/MS). Based on the identified products, strain CW17 seemed to be able to degrade Pyrazosulfuron-ethyl by cleavage of the sulfonylurea bridge.
Translocation and degradation of Pyrazosulfuron-ethyl in rice soil
Pest Manag Sci 2011 Nov;67(11):1451-6.PMID:21567893DOI:10.1002/ps.2199.
Background: Pyrazosulfuron-ethyl {ethyl 5-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)-sulfamoyl]-1-methylpyrazole-4-carboxylate} is a new rice herbicide belonging to the sulfonylurea group. This study reports the translocation of (14)C-pyrazosulfuron-ethyl to rice plants and its degradation in rice-planted and unplanted soil. Results: Pyrazosulfuron-ethyl did not show any appreciable translocation to rice shoots, as (14)C-activity translocated to the aerial portion never exceeded 1% of the initially applied (14)C-activity over a 25 day period. Results suggested that the dissipation of Pyrazosulfuron-ethyl from soils followed first-order kinetics with a half-life of 5.5 and 6.9 days in rice-planted and unplanted soils respectively. HPLC analysis of the organic extract of soil samples showed the formation of three metabolites, namely ethyl 5-(aminosulfonyl)-1-methyl-1-H-pyrazole-4-carboxylate, 5-[({[(4,6-dimethoxy-2 pyrimidinyl)-amino]-carbonyl} amino)-sulfonyl]-1-methyl-1H-pyrazole-4-carboxylic acid and 2-amino-4,6-dimethoxy pyrimidine, in both rice-planted and unplanted soils. Conclusion: The study indicates that Pyrazosulfuron-ethyl was a short-lived compound in the soil and was degraded relatively faster in rice-planted soil than in unplanted soil. The herbicide did not show any appreciable translocation to rice plants.