Leukotriene C4-d5 methyl ester

Leukotriene C₄-d₅ (LTC₄-d₅) methyl ester contains five deuterium atoms at the 19, 19', 20, 20 and 20 positions. It is intended for use as an internal standard for the quantification of LTC₄ methyl ester by GC- or LC-mass spectrometry. LTC₄ is the parent cysteinyl-leukotriene produced by the LTC₄ synthase-catalyzed conjugation of glutathione to LTA₄. LTC₄ is produced by neutrophils, macrophages, and mast cells, and by transcellular metabolism in platelets.¹ It is one of the constituents of slow-reacting substance of anaphylaxis and exhibits potent smooth muscle contracting activity.² LTC₄-induced bronchoconstriction and enhanced vascular permeability contribute to the pathogenesis of asthma and acute allergic hypersensitivity.^3,4 The concentration of LTC₄ required to produce marked contractions of lung parenchymal strips and isolated tracheal rings is about 1 nM.⁴ LTC₄ methyl ester is a more lipid soluble form of LTC₄. The biological activity of LTC₄ methyl ester has not been reported.

1.Maclouf, J.A., and Murphy, R.C.Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4J. Biol. Chem.263(1)174-181(1988) 2.Piper, P.J.Formation and actions of leukotrienesPhysiol. Rev.64(2)744-761(1984) 3.Samuelsson, B.Leukotrienes: Mediators of immediate hypersensitivity reactions and inflammationScience220(4597)568-575(1983) 4.Lefer, A.M.Leukotrienes as mediators of ischemia and shockBiochem. Pharmacol.35(2)123-127(1986)