A bacterial β-keto fatty acid intermediate
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Product Categories

Product Type

Biochemicals
Lipids
Octadecanoids

Research Area

Lipid Biochemistry

3-oxo Stearic Acid

Item No. 14807

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-oxo-octadecanoic acid
CAS Number
16694-29-4
Synonyms
  • 3-oxo Octadecanoic Acid
  • β-keto Stearic Acid
Molecular Formula
C18H34O3
Formula Weight
298.5
Purity
≥90%
Formulation (Request formulation change)
A 1 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
λmax
245 nm
SMILES
OC(CC(CCCCCCCCCCCCCCC)=O)=O
InChi Code
InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21/h2-16H2,1H3,(H,20,21)
InChi Key
YQGGUZWHNVQJMF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    3-oxo Stearic acid is an intermediate in the dissociated (or type II) fatty acid biosynthesis that occurs in bacteria and plants.1 This β-keto fatty acid is generated following the reaction of hexadecenoyl-acyl-carrier-protein (ACP) with malonyl-ACP by the enzyme β-ketoacyl-ACP synthase II, which produces 3-oxo octadecenoyl-ACP.2 Removal of the ACP group by ACP hydrolase produces the free acid.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Parsons, J.B., and Rock, C.O. Bacterial lipids: Metabolism and membrane homeostasis. Prog. Lipid Res. 52(3), 249-276 (2013).

    2. Marrakchi, H., Zhang, Y.M., and Rock, C.O. Mechanistic diversity and regulation of type II fatty acid synthesis. Biochem. Soc. Trans. 30(Pt 6), 1050-1055 (2002).