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Merck
CN

A9135

Sigma-Aldrich

花生四烯酸乙酯

≥98.5% (GC), liquid

别名:

5,8,11,14-二十碳四烯酸乙酯, 花生四烯酸乙酯

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About This Item

经验公式(希尔记法):
C22H36O2
CAS号:
分子量:
332.52
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.25

生物来源

fungus

质量水平

方案

≥98.5% (GC)

表单

liquid

官能团

ester

脂质类型

omega FAs

运输

ambient

储存温度

−20°C

SMILES字符串

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC

InChI

1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h8-9,11-12,14-15,17-18H,3-7,10,13,16,19-21H2,1-2H3/b9-8-,12-11-,15-14-,18-17-

InChI key

SNXPWYFWAZVIAU-GKFVBPDJSA-N

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生化/生理作用

花生四烯酸(AA)是细胞膜磷脂的多不饱和Ω-6脂肪酸成分。磷脂酶A2响应炎症从膜磷脂释放AA。AA可在至少两种环加氧酶(COX)亚型作用下随后代谢成前列腺素和血栓素,被脂氧合酶代谢为白三烯和脂氧素,以及通过p450催化代谢为环氧二十碳三烯酸。 AA及其代谢物在多种生物过程中具有重要作用,包括信号转导、收缩、趋化性、以及细胞增殖、分化和凋亡。已证明AA与G蛋白的α亚基结合并抑制Ras GTPase激活蛋白(GAPs)的活性。 AA的细胞摄取需要消耗能量并且涉及涉及跨细胞质膜的蛋白质辅助转运。

包装

密封安瓿包装。

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Kwang-Geun Lee et al.
Journal of agricultural and food chemistry, 51(24), 7203-7207 (2003-11-13)
The antioxidant activities of naturally occurring plant compounds were measured in a lipid peroxidation system consisting of ethyl arachidonate and Fenton's reagent. Inhibitory effects of 24 plant-derived flavonoids and 5 phenolic acids on malonaldehyde (MA) formation from ethyl arachidonate were
Yin Duan et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 148(3), 244-249 (2008-07-05)
Recent investigations in our laboratory showed that voltage-gated sodium channels (VGSCs) in brain are sensitive to inhibition by various synthetic cannabinoids and endocannabinoids. The present experiments examined the effects of the cannabinoid-1 (CB1) receptor agonist CP-55,940 and ethyl arachidonate on
Eiichiro Ishido et al.
Bioscience, biotechnology, and biochemistry, 66(1), 73-77 (2002-02-28)
Two polyunsaturated fatty acids (PUFAs) or their esters were mixed, and their oxidation processes were measured at 65 degrees C and ca. 0% relative humidity. Except when a PUFA ester was mixed with a free PUFA, the oxidation of the
D L Luthria et al.
Lipids, 28(9), 853-856 (1993-09-01)
Ethyl 5,8,11,14-eicosatetraenoate-19,19,20,20-d4 and ethyl 8,11,14-eicosatrienoate-19,19,20,20-d4 were synthesized by Grignard coupling of the methanesulfonyl ester of 2,5-undecadiyn-1-ol-10,10,11,11-d4 with 5,8-nonadiynoic acid and 8-nonynoic acid, respectively. The coupled products upon Lindlar reduction, followed by the preparation of their ethyl esters, yielded deuteriated ethyl
Majed A Refaai et al.
Clinical chemistry, 48(1), 77-83 (2001-12-26)
Fatty acid ethyl esters (FAEEs) are nonoxidative ethanol metabolites that have been implicated as mediators of alcohol-induced organ damage. FAEEs are detectable in the blood after ethanol ingestion, and on that basis have been proposed as markers of ethanol intake.

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