A LTB4 metabolite
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20-carboxy Leukotriene B4

Item No. 20180

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraene-1,20-dioic acid
CAS Number
80434-82-8
Synonyms
  • 20-carboxy LTB4
Molecular Formula
C20H30O6
Formula Weight
366.5
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
270 nm
SMILES
O[C@H](C/C=C\CCCCC(O)=O)/C=C/C=C/C=C\[C@@H](O)CCCC(O)=O
InChi Code
InChI=1S/C20H30O6/c21-17(11-6-2-1-3-9-15-19(23)24)12-7-4-5-8-13-18(22)14-10-16-20(25)26/h2,4-8,12-13,17-18,21-22H,1,3,9-11,14-16H2,(H,23,24)(H,25,26)/b5-4+,6-2-,12-7+,13-8-/t17-,18-/m1/s1
InChi Key
SXWGPVJGNOLNHT-VFLUTPEKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $192

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    50 µg

    $361

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    100 µg

    $680

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    Product Description

    20-carboxy LTB4 is a metabolite of LTB4 in human neutrophils. In human leukocytes, LTB4 is inactivated by the enzyme LTB4 20-hydroxylase. The resulting 20-hydroxy LTB4 is further oxidized to 20-carboxy LTB4.1 LTB4 metabolism in isolated rat hepatocytes also results in production of 20-carboxy LTB4 along with other ω-oxidation products.2 The biological activity of 20-carboxy LTB4 is only about 2.6% compared to that of LTB4 in causing PMNL degranulation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hansson, G., Lindgren, J.Å., Dahlén, S.E., et al. Identification and biological activity of novel w -oxidized metabolites of leukotriene B4 from human leukocytes. FEBS Lett. 130(1), 107-112 (1981).

    2. Harper, T.W., Garrity, M.J., and Murphy, R.C. Metabolism of leukotriene B4 in isolated rat hepatocytes. Identification of a novel 18-carboxy-19,20-dinor leukotriene B4 metabolite. The Journal of Biological Chemisty 261(12), 5414-5418 (1986).

    3. Feinmark, S.J., Lindgren, J.Å., Claesson, H.E., et al. Stimulation of human leukocyte degranulation by leukotriene B4 and its ω-oxidized metabolites. FEBS Lett. 136, 141-144 (1981).

    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).

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et al. Lipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).