Methyl 3-hydroxyhexadecanoateMethyl 3-hydroxyhexadecanoate
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Methyl 3-hydroxyhexadecanoate

3-Hydroxy C16:0 methyl ester

This product is a high purity standard that is useful for the investigation of disorders and diseases. Polyhydroxyalkenoates, polyesters produced by bacteria fermentation, are used for carbon and energy storage and are of interest in studies regarding their synthesis, properties and mechanisms. Medium chain-length polyhydroxyalkenoate monomers such as 3- hydroxyhexadecanoic acid may have pharmaceutical properties. The biologically natural chiral (R)-3-hydroxyhexcadecanoic acid is an intermediate in fatty acid biosynthesis. It has been suggested that the methyl ester of 3-hydroxyhexadecanoic acid is an intercellular signal that autoregulates virulence gene expression1 and that it modulates production of PhcA-regulated virulence factors in Ralstonia (Pseudomonas) solanacearum. 3-Hydroxy fatty acids have been found to be converted to the omega-fatty acid by the enzyme CYP4F11 and then into dicarboxylic acids in vivo.2 3-hydroxy fatty acids are used as biomarkers for fatty acid oxidative disorders of both the long- and short-chain 3-hydroxy-acyl-CoA dehydrogenases.3,4
Cat# Size Price Qty Buy
1740 25 mg £170.00

Additional Information

Property Value or Rating
Product Size 25 mg
Manufacturer Matreya, LLC
Empirical Formula C17H34O3
CAS# 51883-36-4
Formula Weight 286.5
Solvent none
Source synthetic
Purity 98+%
Analytical Methods TLC, GC, identity confirmed by MS
Natural Source Synthetic
Melting Point 43-45°C
Solubility ethanol, methanol
Physical Appearance A neat solid
Storage -20°C
References

1. A. Flavier et al. “Identification of 3-hydroxypalmitic acid methyl ester as a novel autoregulator controlling virulence in Ralstonia solanacearum” Mol Microbiol, vol. 26 pp. 251-259, 1997 
2. M. Dhar et al. “Omega oxidation of 3-hydroxy fatty acids by the human CYP4F gene subfamily enzyme CYP4F11” Journal of Lipid Research, vol. 49, pp. 612-624, 2008 
3. P. Jones et al. “Improved Stable Isotope Dilution-Gas Chromatography-Mass Spectrometry Method for Serum or Plasma Free 3-Hydroxy-Fatty Acids and Its Utility for the Study of Disorders of Mitochondrial Fatty Acid beta-Oxidation” Clinical Chemistry, vol. 46, pp. 149-155, 2000 
4. P. Jones et al. “Accumulation of free 3-hydroxy fatty acids in the culture media of fibroblasts from patients deficient in long-chain l-3-hydroxyacyl-CoA dehydrogenase: a useful diagnostic aid” Clinical Chemistry, vol. 47(7) pp. 1190-1194, 2001

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