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14,15-Leukotriene E4

Cayman Chemical Item Number 10011362

14,15-LTE4; EXE4; Eoxin E4 (CAS 1000852-57-2)

14,15-Leukotriene E4 (CAS 1000852-57-2)

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Description

Leukotrienes (LTs) are a group of acute inflammatory mediators derived from arachidonic acid in leukocytes. The majority of these metabolites are formed through the 5-lipoxygenase (5-LO) pathway.1 14,15-LTE4 is a metabolite of 14,15-LTC4 and 14,15-LTD4, an alternate class of LTs synthesized by a pathway involving the dual actions of 15- and 12-LOs on arachidonic acid via 15-HpETE and 14,15-LTA4 intermediates.2,3,4,5 These metabolites are classified as eoxins because they are formed mostly by eosinophils.4 Mast cells and nasal polyps can synthesize 14,15-LTC4 as well, however metabolism to 14,15-LTE4 in these cells and tissue has not been documented. 14,15-LTE4 increases vascular permeability of human endothelial cell monolayers with about 10-fold less potency compared LTC4, but approximately 100-fold greater potency than histamine.4

1 Luo, M., Lee, S., and Brock, T.G. Leukotriene synthesis by epithelial cells. Histol Histopathol 18 587-595 (2003).

2 Yokoyama, C., Shinjo, F., Yoshimoto, T., et al. Arachidonate 12-lipoxygenase purified from porcine leukocytes by immunoaffinity chromatography and its reactivity with hydroperoxyeicosatetraenoic acids. J Biol Chem 261 16714-16721 (1986).

3 Bryant, R.W., Schewe, T., Rapoport, S.M., et al. Leukotriene formation by a purified reticulocyte lipoxygenase enzyme. Conversion of arachidonic acid and 15-hydroperoxyeicosatetraenoic acid to 14,15-leukotriene A4. J Biol Chem 260 3548-3555 (1985).

4 Feltenmark, S., Gautam, N., Brunnström Å, et al. Eoxins are proinflammatory arachidonic acid metabolites produced via the 15-lipoxygenase-1 pathway in human eosinophils and mast cells. Proc Natl Acad Sci USA 105(2) 680-685 (2008).

5 Sailesh, S., Kumar, Y.V.K., Prasad, M., et al. Sheep uterus dual lipoxygenase in the synthesis of 14,15-leukotrienes. Arch Biochem Biophys 315(2) 362-368 (1994).

Synonyms
  • 14,15-LTE4
  • EXE4
  • Eoxin E4
Formal Name 15S-​hydroxy-​14R-​(S-​cysteinyl)-​5Z,​8Z,​10E,​12E-​eicosatetraenoic acid
CAS Number 1000852-57-2
Molecular Formula C23H37NO5S
Formula Weight 439.6
Formulation A solution in methanol
Purity ≥97%
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCC[C@H]​(O)​C(\C=C\C=C/C=C/C/C=C\CCCC(=O)​O)​SCC(N)​C(=O)​O

Background Reading

Feltenmark, S., Gautam, N., Brunnström Å, et al. Eoxins are proinflammatory arachidonic acid metabolites produced via the 15-lipoxygenase-1 pathway in human eosinophils and mast cells. Proc Natl Acad Sci USA 105(2) 680-685 (2008).

Sailesh, S., Kumar, Y.V.K., Prasad, M., et al. Sheep uterus dual lipoxygenase in the synthesis of 14,15-leukotrienes. Arch Biochem Biophys 315(2) 362-368 (1994).

Luo, M., Lee, S., and Brock, T.G. Leukotriene synthesis by epithelial cells. Histol Histopathol 18 587-595 (2003).

Yokoyama, C., Shinjo, F., Yoshimoto, T., et al. Arachidonate 12-lipoxygenase purified from porcine leukocytes by immunoaffinity chromatography and its reactivity with hydroperoxyeicosatetraenoic acids. J Biol Chem 261 16714-16721 (1986).

Bryant, R.W., Schewe, T., Rapoport, S.M., et al. Leukotriene formation by a purified reticulocyte lipoxygenase enzyme. Conversion of arachidonic acid and 15-hydroperoxyeicosatetraenoic acid to 14,15-leukotriene A4. J Biol Chem 260 3548-3555 (1985).

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Size Price Quantity Subtotal
25 µg $107.00 $0.00
50 µg $203.00 $0.00
100 µg $385.00 $0.00
500 µg $1,712.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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