- Methoxy arachidonyl fluorophosphonate
-
Methoxy arachidonyl fluorophosphonate 
methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14- tetraenylphosphonofluoridateOther namesMAFPIdentifiers PubChem 10429254 ChemSpider 8604682 
ChEMBL CHEMBL113262 Jmol-3D images Image 1 - FP(=O)(OC)CCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
- InChI=1S/C21H36FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22,23)24-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-21H2,1-2H3/b8-7-,11-10-,14-13-,17-16-
Key: KWKZCGMJGHHOKJ-ZKWNWVNESA-N
InChI=1/C21H36FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22,23)24-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-21H2,1-2H3/b8-7-,11-10-,14-13-,17-16-
Key: KWKZCGMJGHHOKJ-ZKWNWVNEBX
Properties Molecular formula C21H36FO2P Molar mass 370.5 
arachidonyl fluorophosphonate (verify) (what is: 
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Methoxy arachidonyl fluorophosphonate, commonly referred as MAFP, is an irreversible active site-directed enzyme inhibitor that inhibits nearly all serine hydrolases and serine proteases [1]. It inhibits phospholipase A2 and fatty acid amide hydrolase with special potency, displaying IC50 values in the low-nanomolar range.
See also
- DIFP - diisopropyl fluorophosphate, a related inhibitor
- Activity based probes
References
- ^ Hoover HS, Blankman JL, Niessen S, Cravatt BF (July 2008). "Selectivity of inhibitors of endocannabinoid biosynthesis evaluated by activity-based protein profiling". Bioorg. Med. Chem. Lett. 18 (22): 5838. doi:10.1016/j.bmcl.2008.06.091. PMC 2634297. PMID 18657971. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2634297.
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