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Cat. Number
450742249078590
Chemical Name
17-Hydroxyheptadecanoic acid
CAS Number
13099-34-8
Category
synthetic
Mol. Formula
C17H34O3
Mol. Weight
286
Qty 1
25mg
Appearance
solid
Application Notes
98+% TLC, GC, identity confirmed by MS
Synonym
omega-Hydroxy C17:0 fatty acid
Solubility
chloroform, warm ethanol, ethyl ether
Storage condition
room temperature
References

This odd numbered omega-hydroxy heptadecanoic acid is ideal as an internal standard for studies involving medium to longchain omega-hydroxy fatty acids.1
omega-Hydroxy C17:0 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 alpha-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


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