M2939

Methyl arachidonyl fluorophosphonate

≥98%, methyl acetate solution (10 mg/mL)

• Synonym(s): MAPF, Phosphonofluoridic acid, methyl-5Z,8Z,11Z,14Z-eicosatetraenyl ester
• Empirical Formula (Hill Notation): C₂₁H₃₆FO₂P
• CAS Number: 188404-10-6
• Molecular Weight: 370.48
• EC Number: 201-185-2
• MDL number: MFCD03095722
• UNSPSC Code: 41106300
• PubChem Substance ID: 329817956
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥98%
• form: methyl acetate solution (10 mg/mL)
• shipped in: dry ice
• storage temp.: −70°C
• SMILES string: CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCP(F)(=O)OC
• 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-
• InChI key: KWKZCGMJGHHOKJ-ZKWNWVNESA-N

Description

Biochem/physiol Actions

MAFP is a selective, irreversible inhibitor of both calcium-dependent and calcium-independent cytosolic phospholipase A₂, but not secretory phospholipase A₂. MAFP is also a potent acetylcholinesterase inhibitor.

Preparation Note

To change the solvent, evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H319,H336
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Target Organs: Central nervous system
• Supplementary Hazards: EUH066
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 3.2 °F - closed cup
• Flash Point(C): -16 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves