Docosanoic acidDocosanoic acid
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Docosanoic acid

Behenic acid; C22:0 Fatty acid

This high purity fatty acid is ideal as a standard and for biological studies. During the metabolism of docosanoic acid it is converted to the omega-hydroxy docosanoic acid and then to the dicarboxylic docosanedioc acid.1 Long chain fatty acids have been found to inhibit the double-stranded DNA binding activity of p53 DNA binding domain, with docosanoic acid showing the highest inhibitory activity, suggesting that fatty acids in the cell membrane might regulate the activity of p53 for cell division, cell-cycle checkpoint, and tumor suppression.2 X-linked adrenoleukodystrophy (X-ALD) is an inherited disorder of peroxisomal metabolism and is characterized by deficient betaoxidation of saturated very long chain fatty acids (VLCFA) resulting in an accumulation of VLCFA and a subsequent decrease in shorter fatty acids such as docosanoic acid. In plants VLCFA are converted to long chain hydrocarbons which are used to make waxes that are essential to their survival.3 Long chain fatty acids acylated to sphingolipids are critical in many biological functions4 and substantial amounts are found to be amide-linked to the long-chain sphingoid base sphinganine, forming a ceramide, which constitutes the lipid backbone of sphingomyelin and other sphingolipids. Long chain fatty acids can often be found in esterified linkages with cholesterol, gangliosides, galactocerebrosides, sphingomyelin, and phosphatidylcholine.
Cat# Size Price Qty Buy
1035 500 mg £89.06

Additional Information

Property Value or Rating
Product Size 500 mg
Manufacturer Matreya, LLC
Empirical Formula C22H44O2
CAS# 112-85-6
Formula Weight 341
Solvent none
Source natural
Purity 99%
Analytical Methods GC, TLC
Natural Source plant
Solubility chloroform, ethyl ether
Physical Appearance solid
Storage room temperature
Dry Ice No
Hazardous No
References

1. R. Sanders et al. “Evidence for two enzymatic pathways for -oxidation of docosanoic acid in rat liver microsomes” Journal of Lipid Research, vol. 46 pp. 1001-1008, 2005 
2. H. Iijima et al. “The Inhibitory Action of Long-Chain Fatty Acids on the DNA Binding Activity of p53” Lipids, vol. 41 pp. 521-527, 2006 
3. A. Millar et al. “CUT1, an Arabidopsis Gene Required for Cuticular Wax Biosynthesis and Pollen Fertility, Encodes a Very-Long-Chain Fatty Acid Condensing Enzyme” Plant Cell, Vol. 11 pp. 825-838, 1999 
4. P. Tvrdika et al. “Role of a New Mammalian Gene Family in the Biosynthesis of Very Long Chain Fatty Acids and Sphingolipids” Journal of Cell Biology, Vol. 149(3) pp. 707, 2000

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