12-epi Leukotriene B4 A leukotriene with less affinity than LTB4 at LTB4 receptors

12-epi Leukotriene B4 (CAS 83709-73-3)

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Synonym: 12-epi LTB4
Application: A leukotriene with less affinity than LTB4 at LTB4 receptors
CAS Number: 83709-73-3
Molecular Weight: 336.5
Molecular Formula: C20H32O4
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Leukotriene B4 (LTB4) compounds are produced by both enzymatic and non-enzymatic processes, where the products of enzymatic origin, via Leukotriene A4 (LTA4) hydrolase, are stereospecifically 12(R). Non-enzymatic hydrolysis products are racemic mixtures at C-12, but are nearly exclusive for trans at C-6. Thus, the non-enzymatic hydrolysis product of LTA4 is 6-trans-12-epi LTB4. 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. Compared to LTB4, 12-epi LTB4 has significantly reduced affinity for the LTB4 receptor on human neutrophils (IC50 of 7.5 mM), and on guinea pig lung membranes with a (Ki of 4.7 mM), 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.


References

1. Sala, A., et al. 1996. J Biol Chem. 271: 17944-17948. PMID: 8663438
2. Jackson, R.H., et al. 1992. J. Pharmacol. Exp. Ther. 262: 80-89. PMID: 1320692
3. Cristol, J.P., et al. 1988. J Pharmacol Exp Ther. 247: 1199-1203. PMID: 2849666
4. Yokomizo, T., et al. 2001. J Biol Chem 276: 12454-12459. PMID: 11278893

Formulation :
A solution in ethanol
Physical State :
Liquid
Storage :
Store at -20° C
Boiling Point :
78° C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
169
SMILES :
CCCCCC=CCC(C=CC=CC=CC(CCCC(=O)O)O)O

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Certificate of Analysis

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