| Identification | Back Directory | [Name]
UMBELLIFERYL ARACHIDONATE | [CAS]
161180-11-6 | [Synonyms]
7-HC-ARACHIDONATE
UMBELLIFERYL ARACHIDONATE
SFTGFGOBCQCZDY-DOFZRALJSA-N
7-HYDROXYCOUMARINYL ARACHIDONATE
ARACHIDONATE 2-OXO-2H-1-BENZOPYRAN-7-YL ESTER
5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID 7-HYDROXYCOUMARINYL
5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID, 2-OXO-2H-1-BENZOPYRAN-7-YL ESTER
5,8,11,14-Eicosatetraenoic acid, 2-oxo-2H-1-benzopyran-7-yl ester, (5Z,8Z,11Z,14Z)-
7-Hydroxycoumarinyl Arachidonate, 5Z,8Z,11Z,14Z-Eicosatetraenoic acid 2-oxo-2H-1-benzopyran-7-yl ester | [Molecular Formula]
C29H36O4 | [MDL Number]
MFCD00797670 | [MOL File]
161180-11-6.mol | [Molecular Weight]
448.59 |
| Chemical Properties | Back Directory | [Boiling point ]
584.7±50.0 °C(Predicted) | [density ]
1.052±0.06 g/cm3(Predicted) | [Fp ]
14 °C | [storage temp. ]
−20°C
| [solubility ]
≤25mg/ml in DMSO;50mg/ml in dimethyl formamide | [form ]
ethanol solution
| [color ]
Colorless to light yellow |
| Hazard Information | Back Directory | [Uses]
7-hydroxycoumarinyl Arachidonate is the arachidonic acid ester of 7-hydroxycoumarin (umbelliferone) and behaves as a substrate for cPLA2. Hydrolysis of 7-hydroxycoumarinyl arachidonate by phospholipase results in the release of the fluorescent compound 7-hydroxycoumarin which can be monitored spectrophotometrically (excitation at 335 nm, emission at 450 nm). | [Biological Activity]
7-hydroxycoumarinyl-arachidonate (7-hca), a fluorogenic substrate for monoacylglycerol lipase (magl), can be used with magl as a novel fluorescence-based assay to screen small molecule inhibitors of magl.magl protein catalyzed the hydrolysis of 7-hca to generate arachidonic acid and the highly fluorescent 7-hydroxyl coumarin (7-hc). 7-hydroxycoumarin (7-hc) can be monitored spectrophotometrically (excitation at 335 nm, emission at 450 nm). release of 7-hc was measured using a fluorometer. magl protein catalyzed the hydrolysis of 7-hca with an apparent km of 9.8 μm and vmax of 1.7 mmol/min/mg of protein. the assay is specific for magl as assay buffer alone or heat-denatured magl protein showed no significant activity against 7-hca [1]. 7-hydroxycoumarinyl arachidonate is the arachidonic acid ester of 7-hydroxycoumarin (umbelliferone) and can be used as a substrate for cpla2. hydrolysis of 7-hydroxycoumarinyl arachidonate by phospholipase resulted in the release of the fluorescent compound [2,3]. | [storage]
Store at -20°C, protect from light | [References]
[1]. wang y, chanda p, jones p g, et al. a fluorescence-based assay for monoacylglycerol lipase compatible with inhibitor screening[j]. assay and drug development technologies, 2008, 6(3): 387-393.
[2]. huang z, laliberte f, tremblay n m, et al. a continuous fluorescence-based assay for the human high-molecular-weight cytosolic phospholipase a2[j]. analytical biochemistry, 1994, 222(1): 110-115.
[3]. pickard r t, chiou x g, strifler b a, et al. identification of essential residues for the catalytic function of 85-kda cytosolic phospholipase a2 probing the role of histidine, aspartic acid, cysteine, and arginine[j]. journal of biological chemistry, 1996, 271(32): 19225-19231. |
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