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Methyl 2-hydroxytricosanoate

CATALOG # 1714

Specifications

  • Catalog #:1714
  • Scientific Name:Methyl 2-hydroxytricosanoate
  • Common Name:2-Hydroxy C23:0 methyl ester
  • Empirical Formula:C24H48O3
  • CAS#:118745-41-8
  • SDS:View Safety Data Sheet
  • Data Sheet:View Data Sheet
  • Formula Weight:385
  • Unit:10 mg
  • Solvent:none
  • Source:synthetic
  • Purity:98+%
  • Analytical Methods:TLC, GC, identity confirmed by MS
  • Melting Point:68-70°C
  • Solubility:chloroform, ethyl ether
  • Physical Appearance:solid
  • Storage:-20°C
  • Dry Ice:No
  • Hazardous:No

Description

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. This alpha-hydroxy fatty acid contains an odd number of carbons and is much less prevalent than many other even-chain hydroxy fatty acids. It is therefore often useful as a standard or biomarker. 2-Hydroxytricosanoic acid has been reported in the marine sponge Amphimedon compressa.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

References:
1. N. Carballeira and M. Lopez “On the isolation of 2-hydroxydocosanoic and 2-hydroxytricosanoic acids from the marine sponge Amphimedon compressa” Lipids, vol. 24 pp. 89-91, 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 $262.00

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