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2-Hydroxyeicosanoic acid

CATALOG # 1709


  • Catalog #:1709
  • Scientific Name:2-Hydroxyeicosanoic acid
  • Common Name:2-Hydroxy C20:0 fatty acid
  • Empirical Formula:C20H40O3
  • CAS#:16742-48-6
  • SDS:View Safety Data Sheet
  • Data Sheet:View Data Sheet
  • Formula Weight:329
  • Unit:25 mg
  • Solvent:none
  • Source:synthetic
  • Purity:98+%
  • Analytical Methods:TLC; GC; identity confirmed by MS
  • Melting Point:91-92°C
  • Solubility:chloroform/methanol,5:1
  • Physical Appearance:solid
  • Storage:-20°C
  • Dry Ice:No
  • Hazardous:No


Application Notes:

2-Hydroxy very long chain fatty acids are abundant in nervous tissues and are components of cerebrosides and sulfatides, which are mostly found in the myelin of nervous tissues. 2-Hydroxyeicosanoic acid has been reported in the marine sponge Verongula gigantean.1 2-Hydroxy fatty acids are common in cosmetics and skin creams and lotions. They are formed by the oxidation of saturated fatty acids by the enzyme fatty acid 2-hydroxylase. This enzyme is also responsible for the formation of 2-hydroxy galactolipids in the peripheral nervous system.2 alpha-Oxidation of 2-hydroxy fatty acids to CO2 and fatty acid occurs in the peroxisome and is unique from the alpha-oxidation of beta-carbon branched fatty acids such as phytanic acid. Cells from Zellweger syndrome and peroxisome-deficient cells are unable to undergo alpha-oxidation although patients with other peroxisomal disorders such as X-linked adrenoleukodystrophy, Refsum disease, and rhizomelic chondrodysplasia punctata are able.3 2-Hydroxy fatty acids are undergoing much research and various methods of analysis are being investigated.4

1. N Carballiera et al. “2-Hydroxy fatty acids from marine sponges 2. The phospholipid fatty acids of the caribbean spongesVerongula gigantea andAplysina archeri” Lipids, vol. 24 pp. 229-232, 1989
2. E. Maldonado et al. “FA2H is responsible for the formation of 2-hydroxy galactolipids in peripheral nervous system myelin” Journal of Lipid Research, Vol. 49 pp. 153-161, 2008
3. R. Sandhir, M. Khan, and I. Singh “Identification of the Pathway of alpha-Oxidation of Cerebronic Acid in Peroxisomes” Lipids, Vol. 35(10) pp. 1127- 1133, 2000
4. N. Alderson, M.Walla, and H. Hama “A novel method for the measurement of in vitro fatty acid 2-hydroxylase activity by gas chromatography-mass spectrometry” Journal of Lipid Research, Vol. 46 pp. 1569-1579, 2005
Price $185.00

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