M2939
Methyl arachidonyl fluorophosphonate
≥98%, calcium-dependent and calcium-independent cytosolic phospholipase A2 inhibitor, methyl acetate solution (10 mg/mL)
동의어(들):
MAPF, Phosphonofluoridic acid, methyl-5Z,8Z,11Z,14Z-eicosatetraenyl ester
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C21H36FO2P
CAS 번호:
Molecular Weight:
370.48
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106300
EC Number:
201-185-2
MDL number:
제품 이름
Methyl arachidonyl fluorophosphonate, ≥98%, methyl acetate solution (10 mg/mL)
InChI key
KWKZCGMJGHHOKJ-ZKWNWVNESA-N
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-
SMILES string
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCP(F)(=O)OC
assay
≥98%
form
methyl acetate solution (10 mg/mL)
shipped in
dry ice
storage temp.
−70°C
Quality Level
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system
supp_hazards
저장 등급
3 - Flammable liquids
wgk
WGK 2
flash_point_f
3.2 °F - closed cup
flash_point_c
-16 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Elizabeth R Cleverdon et al.
Bioorganic chemistry, 79, 98-106 (2018-05-09)
Ghrelin is a small peptide hormone that undergoes a unique posttranslational modification, serine octanoylation, to play its physiological roles in processes including hunger signaling and glucose metabolism. Ghrelin O-acyltransferase (GOAT) catalyzes this posttranslational modification, which is essential for ghrelin to
Rose Cairns et al.
Experimental cell research, 358(2), 397-410 (2017-07-18)
Annexin A6 (AnxA6) has been implicated in the regulation of endo-/exocytic pathways, cholesterol transport, and the formation of multifactorial signaling complexes in many different cell types. More recently, AnxA6 has also been linked to triglyceride storage in adipocytes. Here we
Yao-Fa Li et al.
In vitro cellular & developmental biology. Animal, 53(5), 421-429 (2017-04-30)
Prostaglandins (PGs) are oxygenated metabolites of arachidonic acid (AA) and two other C20 polyunsaturated fatty acids that serve as biochemical signals mediating physiological functions. We reported that PGs influence protein expression in insect cell lines, which prompted the question: do
Ryan M Wyatt et al.
The Journal of pharmacology and experimental therapeutics, 372(3), 339-353 (2019-12-11)
The serine hydrolase monoacylglycerol lipase (MAGL) is the rate-limiting enzyme responsible for the degradation of the endocannabinoid 2-arachidonoylglycerol (2-AG) into arachidonic acid and glycerol. Inhibition of 2-AG degradation leads to elevation of 2-AG, the most abundant endogenous agonist of the
Niina Aaltonen et al.
Biological procedures online, 22, 6-6 (2020-03-20)
Serine hydrolases (SHs) are a functionally diverse family of enzymes playing pivotal roles in health and disease and have emerged as important therapeutic targets in many clinical conditions. Activity-based protein profiling (ABPP) using fluorophosphonate (FP) probes has been a powerful
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