A PUFA produced by 5-LO
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5(S)-HpETE

Item No. 44230

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acid
CAS Number
71774-08-8
Molecular Formula
C20H32O4
Formula Weight
336.5
Purity
≥98%
Formulation (Request formulation change)
A 250 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS pH 7.2: 0.8 mg/ml
λmax
236 nm
SMILES
CCCCC/C=C\C/C=C\C/C=C\C=C\[C@@H](OO)CCCC(O)=O
InChi Code
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+
InChi Key
JNUUNUQHXIOFDA-XTDASVJISA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $119

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    50 µg

    $226

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    100 µg

    $428

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    250 µg

    $952

    Add
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    Product Description

    5(S)-HpETE is a monohydroperoxy polyunsaturated fatty acid (PUFA) produced by the action of 5-LO on arachidonic acid. It is metabolized to leukotriene A4 (LTA4), a key intermediate in the formation of LTs.1 5(S)-HpETE (1 µM) mediates the induction of the proto-oncogene c-fos in TNF-stimulated TA1 cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shimizu, T., Rådmark, O., and Samuelsson, B. Enzyme with dual lipoxygenase activities catalyzes leukotriene A4 synthesis from arachidonic acid. Proc. Natl. Acad. Sci. USA 81, 689-693 (1984).

    2. Haliday, E.M., Ramesha, C.S., and Ringold, G. TNF induces c-fos via a novel pathway requiring conversion of arachidonic acid to a lipoxygenase metabolite. EMBO J. 10, 109-115 (1991).

    Product Citations

    Kuang, F., Liu, J., Xie, Y., et al. MGST1 is a redox-sensitive repressor of ferroptosis in pancreatic cancer cells. Cell Chem. Bio. 28(6), 765-775 (2021).

    Zhao, X., Lu, W., Song, C., et al. Detection of mammalian 5-lipoxygenase activity using the fluorescent probe dihydrorhodamine 123. Eur. J. Lipid Sci. Technol. 116, 119-125 (2014).