(-)-LEUKOTRIENE A4 METHYL ESTER

(-)-LEUKOTRIENE A4 METHYL ESTER Structure
(-)-LEUKOTRIENE A4 METHYL ESTER structure
Common Name (-)-LEUKOTRIENE A4 METHYL ESTER
CAS Number 73466-12-3 Molecular Weight 332.477
Density 1.0±0.1 g/cm3 Boiling Point 442.5±25.0 °C at 760 mmHg
Molecular Formula C21H32O3 Melting Point N/A
MSDS USA Flash Point 167.7±8.1 °C

Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4.

J. Biol. Chem. 263 , 174, (1988)

Transformation of leukotriene (LT) A4 into leukotriene C4 has been found to be carried out by human platelets in a rather efficient manner. LTC4 was characterized by a combination of high performance liquid chromatography, UV spectrophotometry, use of labeled...

Transformation of leukotriene A4 methyl ester to leukotriene C4 monomethyl ester by cytosolic rat glutathione transferases.

FEBS Lett. 175(2) , 289-93, (1984)

Six major basic cytosolic glutathione transferases from rat liver catalyzed the conversion of leukotriene A4 methyl ester to the corresponding leukotriene C4 monomethyl ester. Glutathione transferase 4-4, the most active among these enzymes, had a Vmax of 615...

Leukotriene C synthase in mouse mastocytoma cells. An enzyme distinct from cytosolic and microsomal glutathione transferases.

Biochem. J. 250(3) , 713-8, (1988)

Leukotriene C4 synthesis was studied in preparations from mouse mastocytoma cells. Enzymic conjugation of leukotriene A4 with glutathione was catalysed by both the cytosol and the microsomal fraction. The specific activity of the microsomal fraction (7.8 nmol...

Glutathione S-transferase-dependent conjugation of leukotriene A4-methyl ester to leukotriene C4-methyl ester in mammalian skin.

Biochem. Pharmacol. 44 , 2047-2053, (1992)

The glutathione S-transferase (GST)-dependent conjugation of reduced glutathione (GSH) with leukotriene A4 (LTA4)-methyl ester in rodent and human skin was investigated. Incubation of [3H]LTA4-methyl ester (1 nmole, approximately 200,000 dpm) with cytosol pre...

Preparation of omega trideuterated sulfidopeptide leukotrienes: analysis by FAB/MS.

Prostaglandins 37(2) , 251-8, (1989)

C-20 Trideuterated leukotriene A4 methyl ester was prepared by Wittig condensation of a deuterated C9-phosphonium salt with a C11-epoxydienal. It was then treated separately with glutathione, cysteinylglycine and cysteine. The resulting esters were saponified...

Irreversible inactivation of 5-lipoxygenase by leukotriene A4. Characterization of product inactivation with purified enzyme and intact leukocytes.

J. Biol. Chem. 269(4) , 2627-31, (1994)

We report that leukotriene A4, the electrophilic product of 5-lipoxygenase catalysis, irreversibly inactivates the enzyme. Leukotriene A4 inhibits 5-hydroxyeicosatetraenoic acid formation by human neutrophils and differentiated granulocytic HL-60 cells in a c...

Racemic LTA4 methyl ester bioconversion into LTC4 methyl ester by various glutathione S-transferases.

Biochem. Int. 15(6) , 1127-35, (1987)

It has been shown that various glutathione transferases can synthesize leukotriene C4, or its methyl ester, from glutathione and leukotriene A4. We questioned whether the same enzymes could be used to resolve racemic leukotriene A4 methyl ester (more easily p...

Preparation of tetradeuterated leukotriene A4 methyl ester: methyl-[11,12,14,15-2H4]-(5S,6S)-oxido-(7E,9E,11Z, 14Z)-eicosatetraenoat e.

Meth. Enzymol. 187 , 70-6, (1990)

[Synthesis of the leukotriene A4 methyl ester via acetylene intermediates].

Bioorg. Khim. 13(8) , 1125-31, (1987)

The strategy of acyclic eicosanoid synthesis via polyacetylenic intermediates is examplified by the synthesis of the racemic leukotriene A4 methyl ester. Leukotriene synthons, namely, trideca-1,4,7-triyne and methyl 6-formyl-5,6-trans-epoxyhexanoate, were syn...

Shimizu, T., et al.

Proc. Natl. Acad. Sci. U. S. A. 81 , 689, (1987)