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7-hydroxycoumarinyl Arachidonate (Synonyms: Umbelliferyl Arachidonate)

Catalog No.GC10565

substrate for cPLA2

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7-hydroxycoumarinyl Arachidonate Chemical Structure

Cas No.: 161180-11-6

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Sample solution is provided at 25 µL, 10mM.

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Background

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].

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.

Chemical Properties

Cas No. 161180-11-6 SDF
Synonyms Umbelliferyl Arachidonate
Chemical Name 5Z,8Z,11Z,14Z-eicosatetraenoic acid, 2-oxo-2H-1-benzopyran-7-yl ester
Canonical SMILES CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)Oc1ccc2ccc(=O)oc2c1
Formula C29H36O4 M.Wt 448.6
Solubility DMF: >50 mg/ml,DMSO: >25 mg/ml,Ethanol: >100 mg/ml,Ethanol:PBS (1:1): 50 µg/ml Storage Store at -20°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 2.2292 mL 11.1458 mL 22.2916 mL
5 mM 0.4458 mL 2.2292 mL 4.4583 mL
10 mM 0.2229 mL 1.1146 mL 2.2292 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 35 reference(s) in Google Scholar.)

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