Relatively inactive metabolite of LTA4
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Product Categories

Product Type

Biochemicals
Lipids
Leukotrienes

Research Area

Lipid Biochemistry

6-trans Leukotriene B4

Item No. 35250

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S,12R-dihydroxy-6E,8E,10E,14Z-eicosatetraenoic acid
CAS Number
71652-82-9
Synonyms
  • 6-trans LTB4
  • all-trans LTB4
  • 5(S),12(R)-DiHETE
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
269 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-/m1/s1
InChi Key
VNYSSYRCGWBHLG-UKNWISKWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $159

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    50 µg

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    100 µg

    $571

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    Product Description

    6-trans LTB4 is produced by the non-enzymatic hydrolysis of LTA4.1 Oxidative decomposition of cysteinyl-leukotrienes such as LTC4 in the presence of myeloperoxidase and hypochlorous acid can also produce 6-trans LTB4, but the physiologic importance of this mechanism is not clear.2 6-trans LTB4 is relatively inactive compared to LTB4, but chemoattractant properties in neutrophils have been reported.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. Lee, C.W., Lewis, R.A., Tauber, A.I., et al. The myeloperoxidase-dependent metabolism of leukotrienes C4, D4, and E4 to 6-trans-leukotriene B4 diastereoisomers and the subclass-specific S-diastereoisomeric sulfoxides. The Journal of Biological Chemisty 258, 15004-15010 (1983).

    3. Fretland, D.J., Widomski, D.L., Anglin, C.P., et al. 6-trans-Leukotriene B4 is a neutrophil chemotoxin in the guinea pig dermis. J. Leukoc. Biol. 49, 283-288 (1991).

    Product Citations

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et al. High levels of eicosanoids and docosanoids in the lungs of intubated COVID-19 patients. The FASEB Journal 35(6), e21666 (2021).

    Hartling, I., Cremonesi, A., Osuna, E., et al. Quantitative profiling of inflammatory and pro-resolving lipid mediators in human adolescents and mouse plasma using UHPLC-MS/MS. Clin. Chem. Lab. Med. 59(11), 1811-1823 (2021).

    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).

    Dalli, J., Colas, R.A., Walker, M.E., et al. Lipid Mediator Metabolomics via LC-MS/MS Profiling and Analysis. Clinical Metabolomics 59-72 (2018).

    Sorgi, C.A., Peti, A.P.F., Petta, T., et al. Comprehensive high-resolution multiple-reaction monitoring mass spectrometry for targeted eicosanoid assays. Sci. Data 5, 180167 (2018).