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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Leukotriene A4 methyl ester

Cayman Chemical Item Number 20010

LTA4 methyl ester (CAS 73466-12-3)

Leukotriene A4 methyl ester (CAS 73466-12-3)

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Description

Leukotriene A4 (LTA4) is synthesized in mast cells, eosinophils, and neutrophils from arachidonic acid by 5-lipoxygenase (5-LO), which exhibits both lipoxygenase and LTA4 synthase activities.1,2 LTA4 is rapidly metabolized by LTA4 hydrolase or LTC4 synthase to LTB4 or LTC4, respectively.2 LTA4, from leukocytes, is known to undergo transcellular metabolism in platelets, erythrocytes, and endothelial cells.3 Further metabolism of LTA4 by 15-LO leads to lipoxin biosynthesis.2 LTA4 as a free acid is highly unstable. The methyl ester is stable and can be readily hydrolyzed to the free acid as needed.

1 Shimizu, T., Rådmark, O., and Samuelsson, B. Enzyme with dual lipoxygenase activities catalyzes leukotriene A4 synthesis from arachidonic acid. Proc Natl Acad Sci USA 81 689-693 (1984).

2 Samuelsson, B., Dahlén, S., Lindgren JÅ, et al. Leukotrienes and lipoxins: Structures, biosynthesis, and biological effects. Science 237 1171-1176 (1987).

3 Maclouf, J.A., and Murphy, R.C. Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4. J Biol Chem 263 174-181 (1988).

Synonyms
  • LTA4 methyl ester
Formal Name 5S-​trans-​5,​6-​oxido-​7E,​9E,​11Z,​14Z-​eicosatetraenoic acid,​ methyl ester
CAS Number 73466-12-3
Molecular Formula C21H32O3
Formula Weight 332.5
Formulation A solution in hexane containing 1% triethylamine
Purity >97%
λmax 279 nm
ε 49
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C=C\C=C\[C@H]​1[C@@H]​(O1)​CCCC(OC)​=O

Background Reading

Samuelsson, B., Dahlén, S., Lindgren JÅ, et al. Leukotrienes and lipoxins: Structures, biosynthesis, and biological effects. Science 237 1171-1176 (1987).

Shimizu, T., Rådmark, O., and Samuelsson, B. Enzyme with dual lipoxygenase activities catalyzes leukotriene A4 synthesis from arachidonic acid. Proc Natl Acad Sci USA 81 689-693 (1984).

Manganaro, F., Gaudette, Y., Pombo-Gentile, A., et al. Purification and characterization of leukotriene A4 epoxide hydrolase from dog lung. Prostaglandins 36 859-874 (1988).

Maclouf, J.A., and Murphy, R.C. Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4. J Biol Chem 263 174-181 (1988).

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Leukotriene A4 methyl ester is available in the following screening library:

Size Price Quantity Subtotal
25 µg $83.00 $0.00
50 µg $158.00 $0.00
100 µg $299.00 $0.00
500 µg $1,328.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-11. 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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