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Arachidonic Acid ethyl ester Sale

(Synonyms: 花生四烯酸乙酯) 目录号 : GC40896

An esterified form of arachidonic acid

Arachidonic Acid ethyl ester Chemical Structure

Cas No.:1808-26-0

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25mg
¥408.00
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50mg
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100mg
¥892.00
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500mg
¥2,041.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Arachidonic acid is the keystone essential fatty acid at the origin of the arachidonic acid cascade. It is converted by cyclooxygenase, lipoxygenase, and epoxygenase enzymes into more than one hundred fifty different potent primary autacoid metabolites in species ranging from fungi to plants to mammals. Arachidonic acid is stored in tissue phospholipids in esterified form, where it comprises a small but critically controlled percentage of the polyunsaturated fatty acid pool. Arachidonic acid ethyl ester is a more lipophilic form of arachidonic acid that can be incorporated into dietary regimens or fed to cultured cells as a source of exogenous arachidonate. It is one of the fatty acid ethyl esters that increase cytosolic Ca2+ concentration leading to pancreatic acinar cell injury due to excessive consumption of ethanol. Whereas arachidonic acid inhibits dopamine uptake, the ethyl esterified version does not retain this property.

Chemical Properties

Cas No. 1808-26-0 SDF
别名 花生四烯酸乙酯
Canonical SMILES CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(OCC)=O
分子式 C22H36O2 分子量 332.5
溶解度 DMF: >100 mg/ml,DMSO: >100 mg/ml,Ethanol: >100 mg/ml 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.0075 mL 15.0376 mL 30.0752 mL
5 mM 0.6015 mL 3.0075 mL 6.015 mL
10 mM 0.3008 mL 1.5038 mL 3.0075 mL
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Research Update

Inhibition by arachidonic acid and other fatty acids of dopamine uptake at the human dopamine transporter

Eur J Pharmacol 2003 Oct 8;478(2-3):89-95.PMID:14575792DOI:10.1016/j.ejphar.2003.08.045.

It is known that arachidonic acid, in addition to promoting release of dopamine, can inhibit its transport. The present study provides preliminary information on structure-activity relationships for uptake inhibition by rotating disk voltammetry in human embryonic kidney-293 cells expressing the human dopamine transporter. Except for anandamide, all other fatty acids studied at a pretreatment concentration of 80 microM caused significant reductions in Vmax but not Km. Increasing saturation of the hydrocarbon tails (partial saturation: oleic acid, linoleic acid; full saturation: arachidic acid, stearic acid, stearic acid ethyl ester) removed inhibitory activity incrementally, suggesting a role for cis-unsaturation (folding/bending of hydrocarbon tails). The relative lack of effect of 5,8,11,14-eicosatetraynoic acid also supports the idea that less linear structures are less inhibitory on dopamine uptake. Esterification of the free carboxylic group (Arachidonic Acid ethyl ester) prevented most of the inhibitory activity, arguing against mere membrane lipid disruption. Finally, the endogenous cannabinoid anandamide greatly reduced uptake Vmax accompanied by a small decrease in Km, a potentially important effect on dopaminergic neurotransmission.