This product is soluble in ethanol at a concentration of 5 mg/mL. After reconstitution, aliquot and freeze at -20°C. Stock solutions remain stable for up to 1 month at -20°C.
181198
Arachidonic Acid
≥99% (TLC and GC), oil, membrane phospholipid component, Calbiochem®
Synonym(s):
Arachidonic Acid, cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic Acid, 20:4
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About This Item
Empirical Formula (Hill Notation):
C20H32O2
CAS Number:
Molecular Weight:
304.47
UNSPSC Code:
12352211
NACRES:
NA.77
MDL number:
Assay:
≥99% (TLC and GC)
Form:
oil
Quality level:
Storage condition:
OK to freeze, protect from light
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Product Name
Arachidonic Acid, Precursor for prostaglandins, prostacyclin, and thromboxane.
SMILES string
OC(=O)CCC\C=C\C\C=C\C\C=C\C\C=C\CCCCC
InChI
1S/C20H32O2/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)/b7-6+,10-9+,13-12+,16-15+
InChI key
YZXBAPSDXZZRGB-CGRWFSSPSA-N
description
Merck USA index - 14, 765
assay
≥99% (TLC and GC)
form
oil
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
colorless
solubility
ethanol: 5 mg/mL
shipped in
dry ice
storage temp.
−70°C
Quality Level
Related Categories
1 of 4
This Item | SML1395 | A3611 | 23401 |
|---|---|---|---|
| form oil | form waxy solid | form liquid | form liquid |
| assay ≥99% (TLC and GC) | assay ≥98.5% (GC) | assay ≥98.5% (GC) | assay ≥97.0% (GC) |
| manufacturer/tradename Calbiochem® | manufacturer/tradename - | manufacturer/tradename - | manufacturer/tradename - |
| Quality Level 100 | Quality Level 200 | Quality Level 300 | Quality Level 100 |
| storage temp. −70°C | storage temp. −20°C | storage temp. −20°C | storage temp. 2-8°C |
| storage condition OK to freeze, protect from light | storage condition - | storage condition - | storage condition - |
Biochem/physiol Actions
Cell permeable: no
Primary Target
Ras-GAP
Ras-GAP
Product does not compete with ATP.
Reversible: no
Disclaimer
Toxicity: Harmful (C)
General description
A cis-polyunsaturated fatty acid found in the plasma membrane. Major component of membrane phospholipids. Following its release by cellular phospholipases, it is enzymatically converted to a variety of inflammatory and vasoactive metabolites, such as prostaglandins (via the cyclooxygenase pathway), leukotrienes (via the lipoxygenase pathway), and epoxides (via the cytochrome P450 pathway). Binds to G-protein α-subunits in a covalent, posttranslational manner. Inhibits Ras-GAP. Stimulates the synthesis of nitric oxide by platelets.
Precursor for prostaglandins, prostacyclin, and thromboxane. Binds to G-protein α-subunits in a covalent, post-translational manner. Inhibits Ras-GAP. Stimulates the synthesis of nitric oxide by platelets. Modulates nitric oxide production by prostaglandin synthesis via the cyclooxygenase pathway.
Other Notes
Hallak, H., et al. 1994. J. Biol. Chem. 269, 4713.
Khurana, G., and Bennett, M.R. 1993. Br. J. Pharmacol. 109, 480.
Han, J.-W., et al. 1991. Science252, 576.
Radomski, M.W., et al. 1990. Br. J. Pharmacol. 101, 325.
Neddleman P., et al. 1986. Annu. Rev. Biochem.55, 69.
Khurana, G., and Bennett, M.R. 1993. Br. J. Pharmacol. 109, 480.
Han, J.-W., et al. 1991. Science252, 576.
Radomski, M.W., et al. 1990. Br. J. Pharmacol. 101, 325.
Neddleman P., et al. 1986. Annu. Rev. Biochem.55, 69.
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
Certificates of Analysis (COA)
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What is the preferred method for diluting and aliquoting the compound?
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What is the volume in uL of the 100mg AA vial? Why is it not stated on the vial?
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Please note that the density of this product is about 0.92 g/mL. Hence, 100 mg material has a volume of 108 microliters.
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