| CAS NO: | 649569-33-5 |
| 包装 | 价格(元) |
| 1mg (solution) | 电议 |
| 5mg (solution) | 电议 |
| 10mg (solution) | 电议 |
| Physical Appearance | A solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice. |
| Storage | Store at -20°C |
| M.Wt | 441.5 |
| Cas No. | 649569-33-5 |
| Formula | C23H40NO5P |
| Synonyms | R-1MAP,(R)-(+)-Arachidonyl-1'-Hydroxy-2'-Propylamide Phosphate |
| Solubility | ≤15mg/ml in DMSO;15mg/ml in dimethyl formamide |
| Chemical Name | 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 |
| 运输条件 | 蓝冰运输或根据您的需求运输。 |
| 一般建议 | 为了使其更好的溶解，请用37℃加热试管并在超声波水浴中震动片刻。不同厂家不同批次产品溶解度各有差异，仅做参考。若实验所需浓度过大至产品溶解极限，请添加助溶剂助溶或自行调整浓度。溶液形式一般不宜长期储存，请尽快用完。 |
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).
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