LTB4 isomer with weak agonist activity at BLT1 and BLT2 receptors
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Labeled Version(s)
32013512-epi Leukotriene B4-d4
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12-epi Leukotriene B4

Item No. 20135

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S,12S-dihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid
CAS Number
83709-73-3
Synonyms
  • 12-epi LTB4
Molecular Formula
C20H32O4
Formula Weight
336.5
Purity
≥97%
Formulation
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
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-CBBLYLIKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

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    Product Description

    12-epi LTB4 is an isomer which would not be expected to occur in either non-enzymatic hydrolysis products, or in the enzymatic products of LTA4 hydrolase.1 Compared to LTB4, 12-epi LTB4 has significantly reduced activity for the LTB4 receptor on human neutrophils (IC50 of 7.5 mM),2 and on guinea pig lung membranes with a (Ki of 4.7 mM).3 12-epi LTB4 is an weak agonist at both the recombinant human BLT1 and BLT2 receptors, requiring approximately 10 mM for full activation of the receptor.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sala, A., Bolla, M., Zarini, S., et al. Release of leukotriene A4 versus leukotriene B4 from human polymorphonuclear leukocytes. The Journal of Biological Chemisty 271, 17944-17948 (1996).

    2. Jackson, R.H., Morrissey, M.M., Sills, M.A., et al. Comparison of antagonist and agonist binding to the leukotriene B4 receptor on intact human polymorphonuclear neutrophils (PMN). J. Pharmacol. Exp. Ther. 262(1), 80-89 (1992).

    3. Cristol, J.P., Provençal, B., Borgeat, P., et al. Characterization of leukotriene B4 binding sites on guinea pig lung macrophages. J. Pharmacol. Exp. Ther. 247(3), 1199-1203 (1988).

    4. Yokomizo, T., Kato, K., Hagiya, H., et al. Hydroxyeicosanoids bind to and activate the low affinity leukotriene B4 receptor, BLT2. The Journal of Biological Chemisty 276(15), 12454-12459 (2001).