3-Hydroxytridecanoic Acid

• CAT Number: R017971
• CAS Number: 32602-69-0
• Molecular Formula: C13H26O3
• Molecular Weight: 230.348
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: 3-hydroxytridecanoic acid
• InChI: InChI=1S/C13H26O3/c1-2-3-4-5-6-7-8-9-10-12(14)11-13(15)16/h12,14H,2-11H2,1H3,(H,15,16)
• InChIKey: CWSNHZHHWHLJIM-UHFFFAOYSA-N
• SMILES: CCCCCCCCCCC(CC(=O)O)O

3-hydroxy Tridecanoic acid is a 13 carbon saturated fatty acid found in bacterial lipopolysaccharides (LPS). It can be used as an internal standard to detect markers of microorganisms in complex samples, including 3-hydroxy fatty acids found in LPS-containing bacteria and muramic acid found in bacterial cell wall peptidoglycan.

Reference

1. L Larsson and A. Saraf “Use of gas chromatography-ion trap tandem mass spectrometry for the detection and characterization of microorganisms incomplex samples” Molecular Biotechnology, vol. 7 pp. 279-287, 19972. D. Bishop et al. “Occurrence of 3-hydroxytridecanoic and 3-hydroxypentadecanoic acids in the lipopolysaccharides of Veillonella” Biochimica etBiophysica Acta (BBA) – Lipids and Lipid Metabolism, vol. 231 pp. 274-276, 19713. 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, 20084. 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-CoAdehydrogenase: a useful diagnostic aid” Clinical Chemistry, vol. 47(7) pp. 1190-1194, 20015. J. Gangoiti et al. “Production of Chiral (R)-3-Hydroxyoctanoic Acid Monomers, Catalyzed by Pseudomonas fluorescens GK13 Poly(3-HydroxyoctanoicAcid) Depolymerase” Applied and Environmental Microbiology, vol. 76 pp. 3554-3560, 2010