Leukotriene A4 methyl ester

For research use only. Not for therapeutic Use.

  • CAT Number: R066692
  • CAS Number: 73466-12-3
  • Molecular Formula: C21H32O3
  • Molecular Weight: 332.484
  • Purity: ≥95%
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Leukotriene A<sub>4</sub> (LTA<sub>4</sub>) is synthesized in mast cells, eosinophils, and neutrophils from arachidonic acid by 5-<wbr></wbr>lipoxygenase (5-<wbr></wbr>LO), which exhibits both lipoxygenase and LTA<sub>4</sub> synthase activities. LTA<sub>4</sub> is rapidly metabolized by LTA<sub>4</sub> hydrolase or LTC<sub>4</sub> synthase to LTB<sub>4</sub> or LTC<sub>4</sub>, respectively. LTA<sub>4</sub>, from leukocytes, is known to undergo transcellular metabolism in platelets, erythrocytes, and endothelial cells. Further metabolism of LTA<sub>4</sub> by 15-<wbr></wbr>LO leads to lipoxin biosynthesis. LTA<sub>4</sub> as a free acid is highly unstable. The methyl ester is stable and can be readily hydrolyzed to the free acid as needed.


Catalog Number R066692
CAS Number 73466-12-3
Synonyms

LTA4 methyl ester

Molecular Formula C21H32O3
Purity ≥95%
Storage -80°C
IUPAC Name methyl 4-[(2S,3S)-3-[(1E,3E,5Z,8Z)-tetradeca-1,3,5,8-tetraenyl]oxiran-2-yl]butanoate
InChI InChI=1S/C21H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-19-20(24-19)17-15-18-21(22)23-2/h7-8,10-14,16,19-20H,3-6,9,15,17-18H2,1-2H3/b8-7-,11-10-,13-12+,16-14+/t19-,20-/m0/s1
InChIKey WTKAVFHPLJFCMZ-NIBLXIPLSA-N
SMILES CCCCCC=CCC=CC=CC=CC1C(O1)CCCC(=O)OC
Reference

1.Shimizu, T.,Rådmark, O. and Samuelsson, B. Enzyme with dual lipoxygenase activities catalyzes leukotriene A4 synthesis from arachidonic acid. Proceedings of the National Academy of Sciences of the United States of America 81, 689-693 (1984).

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