R-1 Methanandamide Phosphate
(Synonyms: R-1MAP,(R)-(+)-Arachidonyl-1'-Hydroxy-2'-Propylamide Phosphate) 目录号 : GC14177
A water soluble prodrug AEA analog
Cas No.:649569-33-5
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
R-1 Methanandamide Phosphate,a water soluble prodrug analog of AEA, exhibited similar activity to that of AEA in the growth inhibition of C6 glioma cells[1].
Arachidonoyl ethanolamide (AEA) was the first endogenous cannabinoid (CB). AEA has been isolated and characterized as an agonist acting on the receptors CB1 and CB2 [2,3]. Since then, several related endocannabinoids have been isolated, most notably was 2-arachidonoyl glycerol (2-AG). The phosphate ester of R-1 methanandamide, R-1MAP, has been tested as a water soluble prodrug analog of AEA [4]. The activity of R-1MAP was essentially equivalent to that of AEA in inhibiting the growth of C6 glioma cells. However, when tested for the inhibitory effects of AEA binding to the isolated rat brain CB1 receptors, arachidonoyl ethanolamide phosphate (AEA-P) has shown about 5-fold less potent as an agonist with a Ki value of about 200 nM [5]. In normotensive Dutch Belted rabbits of either gender, the phosphate ester of R-methanandamide reduced intraocular pressure (IOP) [1].
References:
1. Juntunen J, Huuskonen J, Laine K, et al. Anandamide prodrugs: 1. Water-soluble phosphate esters of arachidonylethanolamide and R-methanandamide[J]. European journal of pharmaceutical sciences, 2003, 19(1): 37-43.
2. W. A. Devane, L. Hanus, A. Breuer, et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258, 1946-1949(1992).
3. C. C. Felder, E. M. Briley, J. Axelrod, et al. Anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction. Proceedings of the National Academy of Sciences of the United States of America 90, 7656-7660 (1993).
4. C. J. Fowler, K. O. Jonsson, A. Andersson, et al. Inhibition of C6glioma cell proliferation by anandamide, 1-arachidonoylglycerol, and by a water soluble phosphate ester of anandamide: Variability in response and involement of arachidonic acid. Biochemical Pharmacology 66, 757-767 (2003).
5. T. Sheskin, L. Hanus, J. Slager, et al. Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor. Journal of Medicinal Chemistry 40, 659-667 (1997).
| Cas No. | 649569-33-5 | SDF | |
| 别名 | R-1MAP,(R)-(+)-Arachidonyl-1'-Hydroxy-2'-Propylamide Phosphate | ||
| 化学名 | N-(2-phosphate-1R-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide | ||
| Canonical SMILES | CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N([H])[C@H](C)COP(O)(O)=O)=O | ||
| 分子式 | C23H40NO5P | 分子量 | 441.5 |
| 溶解度 | ≤15mg/ml in DMSO;15mg/ml in dimethyl formamide | 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 | 2.265 mL | 11.325 mL | 22.6501 mL |
| 5 mM | 0.453 mL | 2.265 mL | 4.53 mL |
| 10 mM | 0.2265 mL | 1.1325 mL | 2.265 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。