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Methyl 15-hydroxypentadecanoate

CATALOG # 1882

Specifications

  • Catalog #:1882
  • Scientific Name:Methyl 15-hydroxypentadecanoate
  • Common Name:omega-Hydroxy C15:0 methyl ester
  • Empirical Formula:C16H32O3
  • CAS#:76529-42-5
  • SDS:View Safety Data Sheet
  • Data Sheet:View Data Sheet
  • Formula Weight:272
  • Unit:25 mg
  • Solvent:none
  • Source:synthetic
  • Purity:98+%
  • Analytical Methods:TLC, GC; identity confirmed by MS
  • Melting Point:50-52°C
  • Solubility:chloroform, warm ethanol, ethyl ether
  • Physical Appearance:solid
  • Storage:room temperature
  • Dry Ice:No
  • Hazardous:No

Description

Application Notes:

This odd numbered omega-hydroxy pentadecanoate methyl ester is ideal as an internal standard for studies involving medium to long-chain omega-hydroxy fatty acids.1 omega-Hydroxy C15:0 fatty acid and other omega-hydroxy fatty acids can be lactonized by certain enzymes into mono- and oligolactones.2 omega-Oxidation is a minor fatty acid pathway used for fatty acid metabolism and usually occurs in the smooth endoplasmic reticulum. 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.3 omega-Hydroxy fatty acids have an important role while 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. In atopic dermatitis, a common skin disease, there are considerable deficiencies of omega-hydroxy long chain fatty acids acylated to ceramides and this may contribute to the severely damaged permeability barrier found in this disease.4

References:
1. M. Nakano, E. Kelly, and A. Rettie “Expression and Characterization of CYP4V2 as a Fatty Acid omega-Hydroxylase” Drug Metabolism and Disposition, vol. 37 pp. 2119-2122, 2009
2. U. Antczak et al. “Enzymatic lactonization of 15-hydroxypentadecanoic and 16-hydroxyhexadecanoic acids to macrocyclic lactones” Enzyme and Microbial Technology, vol. 13 pp. 589-593, 1991
3. 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
4. O. Macheleidt, H. Kaiser, K. Sandhoff “Deficiency of epidermal protein-bound omega-hydroxyceramides in atopic dermatitis” J Invest Dermatol., vol. 119 pp. 166-173, 2002
Price $149.00

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