A 5-LO product derived from linoleic acid
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Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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9(S)-HpODE

Item No. 48410

Technical Information
Formal Name
9S-hydroperoxy-10E,12Z-octadecadienoic acid
CAS Number
29774-12-7
Molecular Formula
C18H32O4
Formula Weight
Purity
≥98%
A 500 µg/ml solution in ethanol
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
λmax
234 nm
SMILES
CCCCC/C=C\C=C\[C@@H](OO)CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/b8-6-,14-11+
InChi Key
JGUNZIWGNMQSBM-ZJHFMPGASA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    9(S)-HpODE is produced by the action of arachidonate 5-LO on linoleic acid. It can be further metabolized by potato hydroperoxide dehydratase to colneleic acid.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Galliard, T., and Phillips, D.R. The enzymic conversion of linoleic acid into 9-(nona-1',3'-dienoxy)non-8-enoic acid, a novel unsaturated ether derivative isolated from homogenates of Solanum tuberosum tubers. Biochem. J. 129, 743-753 (1972).

    2. Fahlstadius, P., and Hamberg, M. Stereospecific removal of the pro-R hydrogen at C-8 of (9S)-hydroperoxyoctadecadienoic acid in the biosynthesis of colneleic acid. J. Chem. Soc. Perkin 1 1, 2027-2030 (1990).

    Product Citations

    Popa, I., Solgadi, A., Pin, D., et alThe linoleic acid content of the stratum corneum of ichthyotic golden retriever dogs is reduced as compared to healthy dogs and a significant part is oxidized in both free and esterified forms. Metabolites 11(12), 803 (2021).