Molecular structure of MAFP, CAS Number: 188404-10-6
MAFP (CAS 188404-10-6)
See product citations (4)
Alternate Names:
Methyl Arachidonyl Fluorophosphonate; Methylphosphonofluoridic acid 5,8,11,14-eicosatetraenyl ester
Application:
MAFP is a potent, irreversible inhibitor of fatty acid amide hydrolase
CAS Number:
188404-10-6
Molecular Weight:
370.49
Molecular Formula:
C21H36FO2P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
MAFP (methyl-arachidonoyl-fluoro-phosphonate) is an irreversible inhibitor of cPLA2. Research has shown that this compound is also one of the most potent of the FAAH (anandamide amidohydrolase Fatty acid amide hydrolase) inhibitors. Further studies suggest that MAFP completely blocks FAAH enzyme activity, the enzyme responsible for hydrolysis of endogenous cannabinoid ligand anandamide. Mechanistic studies suggest that this reagent specifically targets and phosphorylates arachidonyl binding sites. MAFP is an inhibitor of AChE. MAFP is an inhibitor of CB1. MAFP is an inhibitor of group VI iPLA2.
MAFP (CAS 188404-10-6) References
- Induction of cyclo-oxygenase-2 expression by methyl arachidonyl fluorophosphonate in murine J774 macrophages: roles of protein kinase C, ERKs and p38 MAPK. | Lin, WW. and Chen, BC. 1999. Br J Pharmacol. 126: 1419-25. PMID: 10217536
- Anandamide amidohydrolase (fatty acid amide hydrolase). | Ueda, N. and Yamamoto, S. 2000. Prostaglandins Other Lipid Mediat. 61: 19-28. PMID: 10785539
- Cannabinoid properties of methylfluorophosphonate analogs. | Martin, BR., et al. 2000. J Pharmacol Exp Ther. 294: 1209-18. PMID: 10945879
- Activation and priming of neutrophil nicotinamide adenine dinucleotide phosphate oxidase and phospholipase A(2) are dissociated by inhibitors of the kinases p42(ERK2) and p38(SAPK) and by methyl arachidonyl fluorophosphonate, the dual inhibitor of cytosolic and calcium-independent phospholipase A(2). | Mollapour, E., et al. 2001. Blood. 97: 2469-77. PMID: 11290612
- Inhibition of platelet-activating factor (PAF) acetylhydrolase by methyl arachidonyl fluorophosphonate potentiates PAF synthesis in thrombin-stimulated human coronary artery endothelial cells. | Kell, PJ., et al. 2003. J Pharmacol Exp Ther. 307: 1163-70. PMID: 14560038
- Catalytic features, regulation and function of myocardial phospholipase A2. | McHowat, J. and Creer, MH. 2004. Curr Med Chem Cardiovasc Hematol Agents. 2: 209-18. PMID: 15320787
- Inhibition of phospholipase A1, lipase and galactolipase activities of pancreatic lipase-related protein 2 by methyl arachidonyl fluorophosphonate (MAFP). | Amara, S., et al. 2012. Biochim Biophys Acta. 1821: 1379-85. PMID: 22835523
- Synthetic and natural inhibitors of phospholipases A2: their importance for understanding and treatment of neurological disorders. | Ong, WY., et al. 2015. ACS Chem Neurosci. 6: 814-31. PMID: 25891385
- Methyl arachidonyl fluorophosphonate inhibits Mycobacterium tuberculosis thioesterase TesA and globally affects vancomycin susceptibility. | Yang, D., et al. 2020. FEBS Lett. 594: 79-93. PMID: 31388991
- Irreversible inhibition of Ca(2+)-independent phospholipase A2 by methyl arachidonyl fluorophosphonate. | Lio, YC., et al. 1996. Biochim Biophys Acta. 1302: 55-60. PMID: 8695655
- Methyl arachidonyl fluorophosphonate: a potent irreversible inhibitor of anandamide amidase. | Deutsch, DG., et al. 1997. Biochem Pharmacol. 53: 255-60. PMID: 9065728
- Novel inhibitors of brain, neuronal, and basophilic anandamide amidohydrolase. | De Petrocellis, L., et al. 1997. Biochem Biophys Res Commun. 231: 82-8. PMID: 9070224
- Evidence that methyl arachidonyl fluorophosphonate is an irreversible cannabinoid receptor antagonist. | Fernando, SR. and Pertwee, RG. 1997. Br J Pharmacol. 121: 1716-20. PMID: 9283708
Inhibitor of:
9430007A20Rik, ABHD10, ABHD12B, ABHD13, ABHD2, ABHD6, ABHD7, ABHD8, ABHD9, AChE, AI747699, CB1, Ces1d, ChoKB, EDG-7, EG13909, EG668114, Enzyme, ES22, FAAH, Gm436, group IIC sPLA2, group IVB sPLA2, group IVD sPLA2, group IVE sPLA2, group IVF sPLA2, group VI iPLA2, group XIIB sPLA2, GS2-like, iPLA2, iPLA2γ, JMJD7, JMJD7-PLA2G4B, LIPK, LIPN, LYPLA1, mMGL, Olfr370, PLA1A, PLAC9, PLEKHA9, PLRP1, PPM1H, and TGH-2.Activator of:
group II sPLA2, group IIC sPLA2, group IIF sPLA2, group IVD sPLA2, group IVE sPLA2, iPLA2, Orai2, and sPLA2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
MAFP, 5 mg | sc-203440 | 5 mg | $219.00 |