20-Hydroxyeicosanoic acid20-Hydroxyeicosanoic acid
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20-Hydroxyeicosanoic acid

omega-Hydroxy C20:0 fatty acid

This product is a high purity omega-hydroxy very long chain fatty acid that is ideal as a standard and for biological studies. Omega-oxidation is a minor fatty acid pathway used for fatty acid metabolism and usually occurs in the smooth endoplasmic reticulum. Eicosanoic acid is enzymaticaly converted to the 20-hydroxyeicosanoic acid as well as to the eicosadicarboxylic acid as part of the omega-oxidation metabolic pathway. Stimulation of omega-hydroxylation has been proposed as a method for treating X-linked adrenoleukodystrophy, a disease that is characterized by elevated levels of very long chain fatty acids.1 Omega-hydroxy fatty acids have an important role acylated to various lipids. Omega-hydroxylated very long chain fatty acid (VLCFA) ceramides are vital to skin barrier functions and a deficiency of these lipids can cause death from water loss through the skin. A mutation in an elongase enzyme for VLCFA results in a deficiency in omega-hydroxylated VLCFAceramides which causes a muscular dystrophy disease, defective skin-water permeability barrier function, and neurological disorders showing the importance of these VLCFA ceramides.2 Sphingolipids (such as sphingomyelin, ceramides, and glucosylceramides) acylated with polyunsaturated and alpha- or omega-hydroxylated VLCFA have been found in the spermatozoa/testes and in the epidermis. Sphingolipids with VLCFA may be responsible for the maturation of these cell.3
Cat# Size Price Qty Buy
1877 25 mg £234.38

Additional Information

Property Value or Rating
Product Size 25 mg
Manufacturer Matreya, LLC
Empirical Formula C20H40O3
CAS# 62643-46-3
Formula Weight 328.5
Solvent none
Source synthetic
Purity 98+%
Analytical Methods TLC, GC
Natural Source Synthetic
Melting Point 96-98°C
Solubility chloroform, warm ethanol
Physical Appearance A neat solid
Storage room temperature
References

1. R. Sanders et al. “Omega-Oxidation of Very Long-Chain Fatty Acids in Human Liver Microsomes: Implications for X-Linked Adrenoleukodystrophy” Journal of Biological Chemistry, Vol. 281 pp. 13180-13187, 2006 
2. W. Li “Depletion of ceramides with very long chain fatty acids causes defective skin permeability barrier function, and neonatal lethality in ELOVL4 deficient mice” Int J Biol Sci, Vol. 3 pp. 120-128, 2007 
3. R. Sandhoff “Very long chain sphingolipids: Tissue expression, function and synthesis” FEBS Letters Vol. 584(9) pp. 1907-1913, 2010

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