Application Notes:
This 3-hydroxytridecanoic acid is a high purity standard that is ideal for analysis and biological systems. 3-
Hydroxytridecanoic acid is unusual in many biological systems and is therefore useful as an internal standard.1 However 3-
hydroxytridecanoic acid is a major constituent of some organisms such as in the anaerobic bacterium Veillonella2 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.3 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.4 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 and are used as biodegradable plastics.5 Medium chain-length
polyhydroxyalkenoate monomers may have pharmaceutical properties.
References:
1. L Larsson and A. Saraf “Use of gas chromatography-ion trap tandem mass spectrometry for the detection and characterization of microorganisms in
complex samples” Molecular Biotechnology, vol. 7 pp. 279-287, 1997
2. D. Bishop et al. “Occurrence of 3-hydroxytridecanoic and 3-hydroxypentadecanoic acids in the lipopolysaccharides of Veillonella” Biochimica et
Biophysica Acta (BBA) - Lipids and Lipid Metabolism, vol. 231 pp. 274-276, 1971
3. 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
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
5. 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