| Identification | Back Directory | [Name]
(-)-LEUKOTRIENE A4 METHYL ESTER | [CAS]
73466-12-3 | [Synonyms]
(-)-leukotriene A4
LEUKOTRIENE A4 METHYL ESTER
PWXYNAKNLZUYAL-WAQVJNLQSA-N
(-)-LEUKOTRIENE A4 METHYL ESTER
LTA4 (Leukotriene A4 methyl ester)
5S-TRANS-5,6-OXIDO-7E,9E,11Z,14Z-EICOSATETRAENOIC ACID, METHYL ESTER
LEUKOTRIENE A4-METHYLESTER SOLUTION (100UG/ML HEXANE/1% TRIETHYLAMINE)
2-Oxiranebutanoic acid, 3-(1E,3E,5Z,8Z)-1,3,5,8-tetradecatetraen-1-yl-, methyl ester, (2S,3S)- | [Molecular Formula]
C21H32O3 | [MDL Number]
MFCD00065847 | [MOL File]
73466-12-3.mol | [Molecular Weight]
332.48 |
| Chemical Properties | Back Directory | [storage temp. ]
−20°C | [solubility ]
Acetone: >50 mg/ml; DMF: >50 mg/ml; DMSO: >50 mg/ml; Ethanol: >50 mg/ml; PBS pH 7.2: insoluble and unstable. | [form ]
triethylamine:hexane solution |
| Hazard Information | Back Directory | [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. LTA4 is rapidly metabolized by LTA4 hydrolase or LTC4 synthase to LTB4 or LTC4, respectively. LTA4, from leukocytes, is known to undergo transcellular metabolism in platelets, erythrocytes, and endothelial cells. Further metabolism of LTA4 by 15-LO leads to lipoxin biosynthesis. LTA4 as a free acid is highly unstable. The methyl ester is stable and can be readily hydrolyzed to the free acid as needed. | [Uses]
LTA4 (Leukotriene A4 methyl ester) is an unstable intermediate in the biosynthesis of LTB4 and LTC4. | [References]
[1] T SHIMIZU B S O R?dmark. Enzyme with dual lipoxygenase activities catalyzes leukotriene A4 synthesis from arachidonic acid.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1984, 81 3: 689-693. DOI: 10.1073/pnas.81.3.689
[2] BENGT SAMUELSSON. Leukotrienes and Lipoxins: Structures, Biosynthesis, and Biological Effects[J]. Science, 1987, 237 4819. DOI: 10.1126/science.2820055
[3] J A MACLOUF R C M. Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4.[J]. The Journal of Biological Chemistry, 1988, 263 1: 174-181.
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