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181198

Sigma-Aldrich

Arachidonic Acid - CAS 506-32-1 - Calbiochem

Precursor for prostaglandins, prostacyclin, and thromboxane.

Synonym(s):
Arachidonic Acid - CAS 506-32-1 - Calbiochem, cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic Acid, 20:4
Empirical Formula (Hill Notation):
C20H32O2
CAS Number:
Molecular Weight:
304.47
MDL number:

Quality Level

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

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

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.

Packaging

100 mg in Glass bottle
1 g in Plastic ampoule
Packaged under inert gas

Biochem/physiol Actions

Primary Target
Ras-GAP
Product does not compete with ATP.
Reversible: no
Cell permeable: no

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Certificate of Analysis

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Certificate of Quality

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