Arachidonic Acid (20:4, n-6)A protein kinase C activator

Arachidonic Acid (20:4, n-6) (CAS 506-32-1)

Arachidonic Acid (20:4, n-6) | CAS 506-32-1 is rated 5.0 out of 5 by 1.
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Synonym: Immunocytophyte; cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid; Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid; 5Z,8Z,11Z,14Z-Eicosatetraenoic acid
Application: A protein kinase C activator
CAS Number: 506-32-1
Purity: ≥99%
Molecular Weight: 304.47
Molecular Formula: C20H32O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Arachidonic acid is an unsaturated fatty acid of cell membrane phospholipids and has been known to serve as a precursor to numerous eicosanoids and prostoglandins as well as other bioactive molecules. Ibuprofin (sc-200534) is known to prevent arachadonic acid from being converted into various prostoglandins by acetylating cyclooxygenases. Experiments have shown that Arachidonic acid can cause activation of PKC. Further studies have demonstrated Arachidonic acid to cause release of Ca2+ from isolated cardiac and skeletal sarcoplasmic reticulum vesicles. This compound has demonstrated a capacity to directly activate GTP binding protein in the neutrophil plasma membrane and induce superoxide anion generation from intact neutrophils.


References

1. Abramson, S.B., et al. 1991. J. Immunol. 147: 231-236. PMID: 1646842
2. Dettbarn, C., et al. 1993. Biochem. Pharmacol. 45: 1301-1309. PMID: 7682075
3. Sumida, C., et al. 1993. Prostaglandins Leukot. Essent. Fatty Acids. 48: 117-122. PMID: 7678706
4. Khan, W.A., et al. 1995. Cell. Signal. 7: 171-184. PMID: 7662506

Appearance :
Oil
Physical State :
Liquid
Solubility :
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. Sparingly soluble in basic aqueous buffers (1.7 mg/ml), and neutral buffers. Insoluble in water.
Storage :
Store at -20° C
Melting Point :
-49° C (lit.)
Boiling Point :
169-171° C (lit.) at 0.15 mmHg
Density :
~0.9 g/mL (Predicted)
Refractive Index :
n20D 1.49 (lit.)
IC50 :
THP-1: IC50 = 4.7 nM (human); mPGES1: IC50 = 300 nM; LTB4 production: IC50 = 940 nM (human)
pK Values :
pKa: 4.75
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
CE6675000
PubChem CID :
444899
Merck Index :
14: 765
MDL Number :
MFCD00004417
EC Number :
208-033-4
Beilstein Registry :
1713889
SMILES :
CCCCC\\C=C/C\\C=C/C\\C=C/C\\C=C/CCCC(O)=O

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Certificate of Analysis

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Arachidonic Acid (20:4, n-6)  Product Citations

See how others have used Arachidonic Acid (20:4, n-6). Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 24890370  Norris-Mullins, B. et al. 2014. Parasite (Paris, France). 21: 25.

PMID: # 24778183  Soderquist, RS. et al. 2014. J. Biol. Chem. 289: 16190-9.

PMID: # 21551354  Czakai, K. et al. 2011. Toxicological sciences : an official journal of the Society of Toxicology. 122: 317-29.

Citations 1 to 3 of 3 total
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Rated 5 out of 5 by from Hosono Hosono, T. et al. (PubMed 26401936) reported that a Arachidonic Acid diet prevents memory impairment in Tg2576 mice. -SCBT Publication Review
Date published: 2015-04-13
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