Cyclopyrimorate
目录号 : GC60735
Cyclopyrimorate是一种高效的水稻白化除草剂，靶向尿黑酸茄尼酯转移酶(HST)。HST是质体醌生物合成途径中4-羟基苯丙酮酸双加氧酶的下游酶。
Cas No.:499231-24-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Cyclopyrimorate, a highly effective bleaching herbicide for weed control in rice fields, targets homogentisate solanesyltransferase (HST). HST is a downstream enzyme of 4-hydroxyphenylpyruvate dioxygenase in the plastoquinone (PQ) biosynthesis pathway[1][2].
Cyclopyrimorate-dependent bleaching effect on Arabidopsis thaliana is reversed by decyl PQ, suggesting that this symptom is attributable to the inhibition of PQ biosynthesis[1].
[1]. Shino M, et al. In vivo and in vitro evidence for the inhibition of homogentisate solanesyltransferase by cyclopyrimorate. Pest Manag Sci. 2019 Nov 27. [2]. Shino M, et al. Action mechanism of bleaching herbicide cyclopyrimorate, a novel homogentisate solanesyltransferase inhibitor. J Pestic Sci. 2018 Nov 20;43(4):233-239.
| Cas No. | 499231-24-2 | SDF | |
| Canonical SMILES | O=C(OC1=CC(Cl)=NN=C1OC2=C(C=CC=C2C3CC3)C)N4CCOCC4 | ||
| 分子式 | C19H20ClN3O4 | 分子量 | 389.83 |
| 溶解度 | DMSO: 250 mg/mL (641.31 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.5652 mL | 12.8261 mL | 25.6522 mL |
| 5 mM | 0.513 mL | 2.5652 mL | 5.1304 mL |
| 10 mM | 0.2565 mL | 1.2826 mL | 2.5652 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
In vivo and in vitro evidence for the inhibition of homogentisate solanesyltransferase by Cyclopyrimorate
Pest Manag Sci 2020 Oct;76(10):3389-3394.PMID:31773889DOI:10.1002/ps.5698.
Background: Cyclopyrimorate is a highly effective bleaching herbicide discovered by Mitsui Chemicals Agro, Inc. The target site was recently reported to be homogentisate solanesyltransferase (HST) in the plastoquinone (PQ) biosynthesis pathway on the basis of the number of intermediates in cyclopyrimorate-treated plants and in vitro HST assays. Here, the target site of Cyclopyrimorate was further explored using both in vivo and in vitro experiments. Results: The cyclopyrimorate-dependent bleaching effect on Arabidopsis thaliana was reversed by decyl PQ, suggesting that this symptom is attributable to the inhibition of PQ biosynthesis. Furthermore, homogentisate (HGA), a substrate of HST, weakly reversed the bleaching effect of Cyclopyrimorate in a dose-dependent manner. We expected that the weak reversal by HGA was due to competitive inhibition by Cyclopyrimorate or des-morpholinocarbonyl Cyclopyrimorate (DMC), a metabolite of Cyclopyrimorate in plants that exhibit higher HST-inhibitory activity as compared to Cyclopyrimorate. Kinetic analysis was therefore conducted using DMC. DMC inhibited HST competitively with respect to HGA, and was a mixed non-competitive inhibitor with respect to the other substrate, farnesyl diphosphate. Moreover, neither Cyclopyrimorate nor DMC inhibited 2-methyl-6-phytyl-1,4-benzoquinone/2-methyl-6-solanesyl-1,4-benzoquinone methyltransferase, which is located downstream of HST in the PQ biosynthesis pathway. Conclusions: The target site of Cyclopyrimorate and DMC is HST, which is a novel target site for commercial herbicides. © 2019 Society of Chemical Industry.
Action mechanism of bleaching herbicide Cyclopyrimorate, a novel homogentisate solanesyltransferase inhibitor
J Pestic Sci 2018 Nov 20;43(4):233-239.PMID:30479543DOI:10.1584/jpestics.D18-008.
The action mechanism of Cyclopyrimorate, a novel herbicide for weed control in rice fields, was investigated. Cyclopyrimorate caused bleaching symptoms in Arabidopsis thaliana similar to those caused by existing carotenoid biosynthesis inhibitors, mesotrione and norflurazon. However, Cyclopyrimorate treatment resulted in significant accumulation of homogentisate and a reduction in the level of plastoquinone. A metabolite of Cyclopyrimorate, des-morpholinocarbonyl Cyclopyrimorate (DMC), was detected in plants. These data suggested that Cyclopyrimorate and/or DMC inhibit homogentisate solanesyltransferase (HST), a downstream enzyme of 4-hydroxyphenylpyruvate dioxygenase in the plastoquinone biosynthesis pathway. In vitro assays showed that A. thaliana HST was strongly inhibited by DMC and weakly by Cyclopyrimorate, whereas other commercial bleaching herbicides did not inhibit HST. DMC derivatives showed a positive correlation between HST inhibition and in vivo bleaching activities. These results indicate that the target site of Cyclopyrimorate and DMC is HST, a novel target site of commercial herbicides.
Development of novel pesticides in the 21st century
J Pestic Sci 2020 May 20;45(2):54-74.PMID:33132734DOI:10.1584/jpestics.D20-201.
General trends and strategies for novel pesticides are summarized. Global pesticide sales and pesticide discovery research are also briefly reviewed. At least 105 chemical pesticides have been launched during the past decade or are under development: 43 fungicides, 34 insecticides/acaricides, 6 nematicides, 21 herbicides, and 1 herbicide safener. Most of them are safe to humans and environmentally friendly. The most developed fungicides are SDHI (succinate dehydrogenase inhibitors), DMI (demethylation inhibitors), QoI (quinone outside inhibitors), and QiI (quinone inside inhibitors). Due to the development of resistance to fungicides with existing modes of action, many fungicides possessing various novel modes of action have been launched or are under development. The trend of insecticide development is changing from organophosphorus, carbamate, and synthetic pyrethroids to nicotinic and diamide insecticides. During the past decade, compounds possessing a variety of novel modes of action have also been launched or are under development. Flupyradifurone and flupyrimin, exhibiting extremely low honeybee toxicity, have been developed and subjected to practical use. Herbicides possessing varied modes of action, such as acetolactate synthase, p-hydroxyphenylpyruvate dioxygenase, protoporphyrinogen oxidase, and very-long-chain fatty acid elongase inhibition, have been developed, but no herbicides possessing a novel mode action have commercialized in nearly 30 years. It is of interest that Cyclopyrimorate, which was recently launched, and tetflupyrolimet, which is under development, have novel modes action: homogentisate solanesyltransferase (HST) and dihydroorotate dehydrogenase (DHODH) inhibition, respectively. The development of useful acaricides and nematicides is also progressing. Some natural product origin pesticides are getting attention.