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Merck
CN

A8798

Sigma-Aldrich

花生四烯酸 钠盐

from Porcine liver, ≥99% (capillary GC), waxy solid

别名:

5,8,11,14-二十碳四烯酸, 二十碳-5Z,8Z,11Z,14Z-四烯酸, 花生四烯酸钠, 顺,顺,顺,顺-5,8,11,14-二十碳四烯酸钠,20:4

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About This Item

经验公式(希尔记法):
C20H31O2Na
CAS号:
分子量:
326.45
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:

生物来源

Porcine liver

方案

≥99% (capillary GC)

表单

waxy solid

颜色

white to off-white

溶解性

methanol: 50 mg/mL, clear, colorless to faintly yellow

运输

dry ice

储存温度

−20°C

SMILES字符串

[Na+].CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC([O-])=O

InChI

1S/C20H32O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22;/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22);/q;+1/p-1/b7-6-,10-9-,13-12-,16-15-;

InChI key

DDMGAAYEUNWXSI-XVSDJDOKSA-M

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一般描述

Arachidonic acid (AA) is a polyunsaturated ω6 fatty acid constituent of the phospholipids of cell membranes. Structurally, it is a 20-carbon chain that contains four cis double bonds, which allow the free acid form of AA to be an insoluble oil; this can be converted to the water-soluble sodium salt form within the normal physiological pH range. AA is metabolized by multiple enzymes to yield various metabolites; AA and its metabolites play important roles in a variety of biological processes, including signal transduction, smooth muscle contraction, chemotaxis, cell proliferation and differentiation and apoptosis.

应用

Arachidonic acid is used in assays to measure activity of oxidizing enzymes, such as cyclooxygenase, as well as in assays to determine platelet inhibition in whole blood. AA has been demonstrated to bind to the α subunit of G protein and inhibit the activity of Ras GTPase-activating proteins (GAPs), to have a role in the development and progression of prostate cancer, and to enhance formation of lipid bodies in human mast cells.

生化/生理作用

Released arachidonic acid (AA) reacts with molecular oxygen nonenzymatically, through oxidative stress, and enzymatically through the action of oxygenase enzymes. AA is oxidized to prostaglandins and thromboxanes by at least two cyclooxygenase (COX) isoforms, to leukotrienes and lipoxins by lipoxygenases, and to epoxyeicosatrienoic acids via cytochrome p450-catalyzed metabolism. Cellular uptake of AA is energy dependent and involves protein-facilitated transport across the plasma membrane.

注意

花生四烯酸钠盐对氧化非常敏感,在空气中会很快地变黄和变质。它们在真空环境下包装在密封安瓿瓶中。产品一旦打开须尽快使用或尽快转移至惰性气体氛围(干燥氩气)中。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Tony L Walker et al.
Frontiers in behavioral neuroscience, 4 (2010-08-31)
Conditioned inhibition (CI) is a major category of associative learning that occurs when an organism learns that one stimulus predicts the absence of another. In addition to being important in its own right, CI is interesting because its occurrence implies
Joel S Cavallo et al.
Frontiers in behavioral neuroscience, 8, 354-354 (2014-11-07)
Extinction of a conditioned association is typically viewed as the establishment of new learning rather than the erasure of the original memory. However, recent research in the nudibranch, Hermissenda crassicornis (H.c.) demonstrated that extinction training (using repeated light-alone presentations) given
Arachidonic acid as a bioactive molecule.
A R Brash
The Journal of clinical investigation, 107(11), 1339-1345 (2001-06-08)
Andrea Dichlberger et al.
Journal of lipid research, 52(12), 2198-2208 (2011-10-06)
Lipid droplets, also called lipid bodies (LB) in inflammatory cells, are important cytoplasmic organelles. However, little is known about the molecular characteristics and functions of LBs in human mast cells (MC). Here, we have analyzed the genesis and components of
Ambre M Bertholet et al.
Frontiers in physiology, 11, 326-326 (2020-05-01)
Mitochondria convert the chemical energy of metabolic substrates into adenosine triphosphate (ATP) and heat. Although ATP production has become a focal point of research in bioenergetics, mitochondrial thermogenesis is also crucial for energy metabolism. Mitochondria generate heat due to H+

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