MAFP (Synonyms: Methyl Arachidonyl Fluorophosphonate)

Cat. No.: HY-103334: FAQs
Data Sheet SDS COA Handling Instructions

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MAFP (Methyl Arachidonyl Fluorophosphonate) is an selective, active-site directed and irreversible inhibitor of cPLA2 and iPLA2. MAFP is also a potent irreversible inhibitor of anandamide amidase.

For research use only. We do not sell to patients.

MAFP Chemical Structure

CAS No. : 188404-10-6

Size	Price	Stock
1 mg	USD 90	Ask For Quote & Lead Time
5 mg	USD 290	Ask For Quote & Lead Time

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4 Publications Citing Use of MCE MAFP

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Biological Activity
Protocol
Purity & Documentation
References
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Description

IC₅₀ & Target

cPLA2, iPLA2^[1], Anandamide amidase^[2]

In Vitro

MAFP inhibits iPLA2, in a concentration-dependent manner with an IC₅₀ of 5 μM after a 5 min preincubation at 40°C in P388D1 cells. cPLA, is a phospholipid hydrolase using the hydroxyl of serine-228 residue as its catalytic nucleophile^[1]. MAFP is also an inhibitor of anandamide amidase and as a ligand for the CB1 cannabinoid receptor. MAFP demonstrates selectivity towards anandamide amidase for which it is approximately 3000 and 30000-fold more potent than it is towards chymotrypsin and trypsin, respectively. MAFP displaces [³H]CP-55940 binding to the CB1 cannabinoid receptor with an IC₅₀ of 20 nM vs 40 nM for anandamide^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

370.48

Formula

C₂₁H₃₆FO₂P

CAS No.

188404-10-6

Appearance

Liquid

Color

Colorless to light yellow

SMILES

CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCP(OC)(F)=O

Shipping

Shipping with dry ice.

Storage

-80°C, protect from light

Solvent & Solubility

In Vitro:

DMSO : ≥ 100 mg/mL (269.92 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Methyl Acetate : ≥ 10 mg/mL (26.99 mM)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	2.6992 mL	13.4960 mL	26.9920 mL
5 mM	0.5398 mL	2.6992 mL	5.3984 mL
10 mM	0.2699 mL	1.3496 mL	2.6992 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months (protect from light). When stored at -80°C, please use it within 6 months.

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Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: ≥98.0%

Select Batch:

Data Sheet (268 KB) SDS (544 KB)

COA (237 KB)

Handling Instructions (2659 KB)

References

[1]. Lio YC, et al. Irreversible inhibition of Ca(2+)-independent phospholipase A2 by methyl arachidonyl fluorophosphonate. Biochim Biophys Acta. 1996 Jul 12;1302(1):55-60. [Content Brief]

[2]. Deutsch DG, et al. Methyl arachidonyl fluorophosphonate: a potent irreversible inhibitor of anandamide amidase. Biochem Pharmacol. 1997 Feb 7;53(3):255-60. [Content Brief]

Kinase Assay ^[1]	MAFP is dissolved and diluted in DMSO. To investigate the reversibility of iPLA 2 inhibition by MAFP, the P388D1 iPLA 2 is first concentrated approximately 10-fold using a Centricon-10 concentrator from Amicon. The concentrated iPLA 2 (20 μL) is then preincubated with either 80 μM MAFP in DMSO or DMSO alone (2 μL) for 5 min at 40°C. A 2 μL aliquot is removed and subsequently diluted 1500-fold into 3 mL of assay mixture containing 100 μM DPPC (200000 cpm per 50 μL assay mixture), 400 μM Triton X-100, 100 mM Hepes (pH 7.5), 5 mM EDTA, 1 mM DTT and 0.8 mM ATP. At the indicated time points, a 50 μL aliquot is removed and the remaining enzyme activity is quantified^[1]. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Cell Assay ^[2]	Inhibition of anandamide amidase in cell culture is measured using approximately 1x10⁶ Nl8TG2 intact neuroblastoma cells. Experimental cells are preincubated for 20 min in 1.5 mL medium, consisting of Fl2/DMEM with penicillin, streptomycin, gentamicin, 10% bovine calf serum, plus MAFP (1, 5, 10, 20 nM). Control cells contained no inhibitor. Arachidonoyl is then added and the incubation continued for I hr. The amount of [³H]anandamide in the cells is quantified by liquid scintillation counting of the silica scraped from the appropriate areas of the TLC plate identified by exposure to X-ray film^[2]. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
References	[1]. Lio YC, et al. Irreversible inhibition of Ca(2+)-independent phospholipase A2 by methyl arachidonyl fluorophosphonate. Biochim Biophys Acta. 1996 Jul 12;1302(1):55-60. [Content Brief] [2]. Deutsch DG, et al. Methyl arachidonyl fluorophosphonate: a potent irreversible inhibitor of anandamide amidase. Biochem Pharmacol. 1997 Feb 7;53(3):255-60. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

Methyl Acetate / DMSO	1 mM	2.6992 mL	13.4960 mL	26.9920 mL	67.4800 mL
	5 mM	0.5398 mL	2.6992 mL	5.3984 mL	13.4960 mL
	10 mM	0.2699 mL	1.3496 mL	2.6992 mL	6.7480 mL
	15 mM	0.1799 mL	0.8997 mL	1.7995 mL	4.4987 mL
	20 mM	0.1350 mL	0.6748 mL	1.3496 mL	3.3740 mL
	25 mM	0.1080 mL	0.5398 mL	1.0797 mL	2.6992 mL
DMSO	30 mM	0.0900 mL	0.4499 mL	0.8997 mL	2.2493 mL
	40 mM	0.0675 mL	0.3374 mL	0.6748 mL	1.6870 mL
	50 mM	0.0540 mL	0.2699 mL	0.5398 mL	1.3496 mL
	60 mM	0.0450 mL	0.2249 mL	0.4499 mL	1.1247 mL
	80 mM	0.0337 mL	0.1687 mL	0.3374 mL	0.8435 mL
	100 mM	0.0270 mL	0.1350 mL	0.2699 mL	0.6748 mL

MAFP Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

MAFP188404-10-6Methyl Arachidonyl FluorophosphonatePhospholipaseInhibitorinhibitorinhibit

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