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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
Storage condition:
OK to freeze, protect from light
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Product Name

Arachidonic Acid, Precursor for prostaglandins, prostacyclin, and thromboxane.

description

Merck USA index - 14, 765

Quality Segment

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

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

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.

Biochem/physiol Actions

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

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.

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

Disclaimer

Toxicity: Harmful (C)

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Show Differences

1 of 1

This Item
10931A361123401
description

Precursor for prostaglandins, prostacyclin, and thromboxane.

description

>95.0% (GC)

description

from non-animal source, ≥98.5% (GC)

description

analytical standard

assay

≥99% (TLC and GC)

assay

>95.0% (GC)

assay

≥98.5% (GC)

assay

≥97.0% (GC)

form

oil

form

liquid

form

liquid

form

liquid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

-

Quality Level

100

Quality Level

100

Quality Level

300

Quality Level

100

storage temp.

−70°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

ethanol: 5 mg/mL

solubility

-

solubility

-

solubility

-


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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Codes

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



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Questions

1–3 of 3 Questions  
  1. WHERE CAN I FIND A REAL PROTOCOL FOR THIS REAGENT? HOW CAN I RECONSTITUTE IT ? AND IN WHAT?

    1 answer
    1. As listed in the 'Properties' section, this product can be solubilized in 5 mg/mL of ethanol. Alternatively, Arachidonic acid is also soluble in DMSO (100 mg/ml), DMF (100 mg/ml), 100% ethanol (50 mg/ml), methanol (50 mg/ml), chloroform (50 mg/ml), dichloromethane, hexane, acetonitrile, and ether. Please see the link below to review additional information available in the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/887/676/181198-data-sheet.pdf

      Helpful?

  2. What is the preferred method for diluting and aliquoting the compound?

    1 answer
    1. 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.

      Helpful?

  3. What is the volume in uL of the 100mg AA vial? Why is it not stated on the vial?

    1 answer
    1. Please note that the density of this product is about 0.92 g/mL. Hence, 100 mg material has a volume of 108 microliters.

      Helpful?

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