Application Notes:
This 3-hydroxydecanoic acid methyl ester is a high purity standard that is useful for the investigation of disorders and
diseases. 3-Hydroxy fatty acids are intermediates in fatty acid biosynthesis and have been found to be converted to the
omega-fatty acid by the enzyme CYP4F11 and then into dicarboxylic acids in vivo.1 3-Hydroxydecanoic acid is the prevalent
fatty acid in the rhamnolipid of Pseudomonas aeruginosa.2 The biologically natural chiral (R)-3-hydroxydecanoic acid is an
intermediate in fatty acid biosynthesis. 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 Polyhydroxyalkenoates of 3-hydroxy fatty acids are
polyesters produced by bacteria fermentation and are used for carbon and energy storage. These polyhydroxyalkenoates are
of interest in studies regarding the synthesis, properties and mechanisms of bacteria. Short chain-length
polyhydroxyalkenoate monomers such as 3-hydroxy fatty acids may have pharmaceutical properties.4,5
References:
1. 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
2. Q. Wang et al. “Engineering Bacteria for Production of Rhamnolipid as an Agent for Enhanced Oil Recovery” Biotechnology and Bioengineering, vol. 98 pp. 842-853, 2007
3. 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
4. J. Gangoiti et al. “Production of Chiral (R)-3-Hydroxyoctanoic Acid Monomers, Catalyzed by Pseudomonas fluorescens GK13 Poly(3-Hydroxyoctanoic Acid) Depolymerase” Applied and Environmental Microbiology, vol. 76 pp. 3554-3560, 2010
5. Z. Zheng et al. “Production of 3-hydroxydecanoic acid by recombinant Escherichia coli HB101 harboring phaG gene” Antonie Van Leeuwenhoek, vol. 85 pp. 93-101, 2004