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

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Alternate Names:
12-epi LTB4
Application:
12-epi Leukotriene B4 is a leukotriene with less affinity than LTB4 at LTB4 receptors
CAS Number:
83709-73-3
Molecular Weight:
336.5
Molecular Formula:
C20H32O4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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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 P2Y7 and LTB4R2 (BLT1 and BLT2 receptors), requiring approximately 10 mM for full activation of the receptor.


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

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  2. Comparison of antagonist and agonist binding to the leukotriene B4 receptor intact human polymorphonuclear neutrophils (PMN).  |  Jackson, RH., et al. 1992. J Pharmacol Exp Ther. 262: 80-9. PMID: 1320692
  3. Leukotriene B4 enhances interleukin-6 (IL-6) production and IL-6 messenger RNA accumulation in human monocytes in vitro: transcriptional and posttranscriptional mechanisms.  |  Rola-Pleszczynski, M. and Stanková, J. 1992. Blood. 80: 1004-11. PMID: 1323342
  4. Characterization of a mouse second leukotriene B4 receptor, mBLT2: BLT2-dependent ERK activation and cell migration of primary mouse keratinocytes.  |  Iizuka, Y., et al. 2005. J Biol Chem. 280: 24816-23. PMID: 15866883
  5. Poxytrins, a class of oxygenated products from polyunsaturated fatty acids, potently inhibit blood platelet aggregation.  |  Chen, P., et al. 2011. FASEB J. 25: 382-8. PMID: 20833872
  6. Characterization of leukotriene B4 binding sites on guinea pig lung macrophages.  |  Cristol, JP., et al. 1988. J Pharmacol Exp Ther. 247: 1199-203. PMID: 2849666
  7. Effect of thiol-activated toxins (streptolysin O, alveolysin, and theta toxin) on the generation of leukotrienes and leukotriene-inducing and -metabolizing enzymes from human polymorphonuclear granulocytes.  |  Bremm, KD., et al. 1985. Infect Immun. 50: 844-51. PMID: 2866160
  8. The role of leukotriene-inducing and -metabolizing enzymes in inflammation.  |  König, W., et al. 1987. Int Arch Allergy Appl Immunol. 82: 526-31. PMID: 2883130
  9. Modulation of granulocyte functions by bacterial exotoxin and endotoxins.  |  Bremm, KD., et al. 1987. Immunology. 62: 363-71. PMID: 2889665
  10. Oxylipin profile of human low-density lipoprotein is dependent on its extent of oxidation.  |  Surendran, A., et al. 2019. Atherosclerosis. 288: 101-111. PMID: 31352271
  11. Synthesis of 11,12-leukotriene A4, 11S,12S-oxido-5Z,7E,9E,14Z-eicosatetraenoic acid, a novel leukotriene of the 12-lipoxygenase pathway.  |  Kitamura, S., et al. 1987. FEBS Lett. 213: 169-73. PMID: 3556576
  12. Electrospray-collision-induced dissociation mass spectrometry of mono-, di- and tri-hydroxylated lipoxygenase products, including leukotrienes of the B-series and lipoxins.  |  Griffiths, WJ., et al. 1996. Rapid Commun Mass Spectrom. 10: 183-96. PMID: 8616266
  13. Release of leukotriene A4 versus leukotriene B4 from human polymorphonuclear leukocytes.  |  Sala, A., et al. 1996. J Biol Chem. 271: 17944-8. PMID: 8663438

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

12-epi Leukotriene B4, 25 µg

sc-204980
25 µg
$176.00

12-epi Leukotriene B4, 50 µg

sc-204980A
50 µg
$334.00