A non-enzymatic hydrolysis product of LTA4
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Product Categories

Product Type

Biochemicals
Lipids
Leukotrienes

Research Area

Lipid Biochemistry

6-trans-12-epi Leukotriene B4

Item No. 35265

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S,12S-dihydroxy-6E,8E,10E,14Z-eicosatetraenoic acid
CAS Number
71548-19-1
Synonyms
  • 6-trans-12-epi LTB4
Molecular Formula
C20H32O4
Formula Weight
336.5
Purity
≥97%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
λmax
268 nm
SMILES
CCCCC/C=C\C[C@H](O)/C=C/C=C/C=C/[C@@H](O)CCCC(O)=O
InChi Code
InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11+/t18-,19+/m0/s1
InChi Key
VNYSSYRCGWBHLG-CTOJTRLNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $123

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    50 µg

    $231

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    100 µg

    $435

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    Product Description

    6-trans-12-epi Leukotriene B4 (LTB4) is a non-enzymatic hydrolysis product of LTA4. It was originally isolated from glycogen-induced rabbit peritoneal polymorphonuclear leukocytes (PMNL).1,2 6-trans-12-epi LTB4 is weakly chemotactic for PMNL, with approximately 20 times less potency than LTB4, and has no effect on the aggregation response.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Borgeat, P., and Samuelsson, B. Metabolism of arachidonic acid in polymorphonuclear leukocytes. The Journal of Biological Chemisty 254(16), 7865-7869 (1979).

    2. Borgeat, P., and Samuelsson, B. Arachidonic acid metabolism in polymorphonuclear leukocytes: Unstable intermediate in formation of dihydroxy acids. Proc. Natl. Acad. Sci. USA 76(7), 3213-3217 (1979).

    3. Lee, T.H., Mencia-Huerta, J.M., Shih, C., et al. Characterization and biologic properties of 5,12-dihydroxy derivatives of eicosapentaenoic acid, including leukotriene B5 and the double lipoxygenase product. The Journal of Biological Chemisty 259(4), 2383-2389 (1984).

    Product Citations

    Brouwers, H., Jónasdóttir, H.S., Kuipers, M.E., et al. Anti-inflammatory and proresolving effects of the omega-6 polyunsaturated fatty acid adrenic acid. J. Immunol. 205(10), 2840-2849 (2020).

    Meriwether, D., Sulaiman, D., Volpe, C., et al. Apolipoprotein A-I mimetics mitigate intestinal inflammation in COX2-dependent inflammatory bowel disease model. J. Clin. Invest. 130, 3670-3685 (2019).