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-
SMILES string
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC
InChI key
SNXPWYFWAZVIAU-GKFVBPDJSA-N
biological source
fungus
assay
≥98.5% (GC)
form
liquid
functional group
ester
lipid type
omega FAs
shipped in
ambient
storage temp.
−20°C
Quality Level
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Biochem/physiol Actions
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。
Packaging
密封安瓿包装。
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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
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
The improvement in endotoxin-induced redistribution of organ blood flow by inhibition of thromboxane and prostaglandin synthesis.
G E Tempel et al.
Advances in shock research, 7, 209-218 (1982-01-01)
O Holian et al.
Biochemical and biophysical research communications, 160(3), 1110-1116 (1989-05-15)
Purified rat pancreas protein kinase C (PKC) is activated by unsaturated free fatty acids (oleic and arachidonic). The ethyl esters of these fatty acids are ineffective as enzyme activators. However, when the ethyl esters are added in combination with a
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
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