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7-Hydroxycoumarinyl arachidonate

Names

[ CAS No. ]:
161180-11-6

[ Name ]:
7-Hydroxycoumarinyl arachidonate

[Synonym ]:
7-HC-arachidonate
Umbelliferyl Arachidonate
2-Oxo-2H-chromen-7-yl (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoate
5,8,11,14-Eicosatetraenoic acid, 2-oxo-2H-1-benzopyran-7-yl ester, (5Z,8Z,11Z,14Z)-

Biological Activity

[Description]:

7-Hydroxycoumarinyl arachidonate (7-HCA) is a fluorogenic substrate of cytosolic phospholipase A2 (PLA2). 7-Hydroxycoumarinyl arachidonate is also a fluorogenic substrate for monoacylglycerol lipase (MAGL). MAGL protein catalyzes the hydrolysis of 7-Hydroxycoumarinyl arachidonat to generate Arachidonic acid (AA) and the highly fluorescent 7-hydroxyl coumarin (7-HC; HY-N0573). Release of 7-HC can be measured using a fluorometer[1][2][3].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase
Research Areas >> Others
Signaling Pathways >> Metabolic Enzyme/Protease >> MAGL

[In Vitro]

MAGL catalyzes the hydrolysis of 7-Hydroxycoumarinyl arachidonate (7-HCA) into arachidonic acid (AA) and 7-HC. Release of 7-HC, which is fluorescent, is monitored over time with excitation (Ex) at 355 nm and emission (Em) at 460 nm[1].

[References]

[1]. Yuren Wang, et al. A fluorescence-based assay for monoacylglycerol lipase compatible with inhibitor screening. Assay Drug Dev Technol. 2008 Jun;6(3):387-93.

[2]. Z Huang, et al. A continuous fluorescence-based assay for the human high-molecular-weight cytosolic phospholipase A2. Anal Biochem. 1994 Oct;222(1):110-5.

[3]. R T Pickard, 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 Biol Chem. 1996 Aug 9;271(32):19225-31.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
584.7±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C29H36O4

[ Molecular Weight ]:
448.594

[ Flash Point ]:
289.4±28.5 °C

[ Exact Mass ]:
448.261353

[ PSA ]:
56.51000

[ LogP ]:
8.02

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.545

Safety Information

[ Hazard Codes ]:
F: Flammable;Xi: Irritant;

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
7-16-26-36

[ RIDADR ]:
UN 1170 3/PG 2

Related Compounds