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Arachidonic acid

Catalog No. A3925 Name Sigma Aldrich
CAS Number 506-32-1 Website http://www.sigmaaldrich.com
M. F. C20H32O2 Telephone 1-800-521-8956
M. W. 304.46688 Fax
Purity ≥85% (capillary GC) Email
Storage Chembase ID: 132964

SYNONYMS

Title
花生四烯酸
IUPAC name
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
IUPAC Traditional name
arachidonic acid
Synonyms
Immunocytophyte
全顺式-5,8,11,14-二十碳四烯酸
二十碳-5Z,8Z,11Z,14Z-四烯酸

DATABASE IDS

EC Number 208-033-4
CAS Number 506-32-1
Beilstein Number 1713889
MDL Number MFCD00004417
PubChem SID 24890733

PROPERTIES

Biological Source from porcine liver
Purity ≥85% (capillary GC)
Apperance colorless to light yellow liquid
Boiling Point 169-171 °C/0.15 mmHg(lit.)
Density 0.922 g/mL at 25 °C(lit.)
Flash Point 113 °C
Flash Point 235.4 °F
Melting Point -49 °C(lit.)
Refractive Index n20/D 1.4872(lit.)
Solubility ethanol: ≥10 mg/mL
Personal Protective Equipment Eyeshields, Faceshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
Risk Statements 19
RTECS CE6675000
Storage Temperature -20°C
Supplemental Hazard Statements May form explosive peroxides.
German water hazard class 3

DETAILS

Description (简体中文)
Biochem/physiol Actions
Arachidonic acid stimulates adhesion of MDA-MB-435 human metastatic cancer cells to extracellular matrix molecules (collagen IV and vitronectin) .
花生四烯酸 (AA) 是一种 ω6 不饱和脂肪酸,是细胞膜磷脂的组分。在炎症反应中,水解磷脂酶 A2 可将 AA 从膜磷脂中释放出来。然后,AA 可被至少两种环加氧酶 (COX) 亚型代谢为前列腺素和血栓烷,被脂氧合酶代谢为白三烯和脂氧素,以及通过细胞色素 p450 催化代谢为环氧-二十碳三烯酸。AA 及其代谢产物在多种生物过程中发挥着重要作用,包括信号转导、平滑肌收缩、趋化性、细胞增殖和分化,以及细胞凋亡。已证实 AA 可与 G 蛋白的亚基结合,抑制 Ras GTP 酶激活蛋白 (GAP) 的活性。AA 的细胞摄取需要消耗能量并涉及跨细胞质膜的蛋白质辅助运输。

REFERENCES