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20-Hydroxyeicosanoic acid

CATALOG # 1877

Specifications

  • Catalog #:1877
  • Scientific Name:20-Hydroxyeicosanoic acid
  • Common Name:omega-Hydroxy C20:0 fatty acid
  • Empirical Formula:C20H40O3
  • CAS#:62643-46-3
  • SDS:View Safety Data Sheet
  • Data Sheet:View Data Sheet
  • Formula Weight:328
  • Unit:25 mg
  • Solvent:none
  • Source:synthetic
  • Purity:98+%
  • Analytical Methods:TLC, GC, identity confirmed by MS
  • Melting Point:96-98°C
  • Solubility:chloroform, warm ethanol
  • Physical Appearance:solid
  • Storage:room temperature
  • Dry Ice:No
  • Hazardous:No

Description

Application Notes:

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

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
Price $297.00

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