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Leukotriene C4-d5 methyl ester
Cayman Chemical Item Number 9001287
LTC4-d5 methyl ester
Description
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.
Synonyms LTC4-d5 methyl ester
Formal Name 5S-hydroxy-6R-(S-glutathionyl)-7E,9E,11Z,14Z-d5-eicosatetraenoic acid, methyl ester
Molecular Formula C31H44D5N3O9S
Formula Weight 644.8
Formulation A solution in ethanol:water (95:5)
Purity ≥99% deuterated forms (d1-d5)
λmax 282 nm
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES O=C(OC)CCC[C@H](O)[C@H](SCC(C(NCC(O)=O)=O)NC(CCC(N)C(O)=O)=O)/C=C/C=C/C=C\C/C=C\CCCC([2H])([2H])C([2H])([2H])[2H]
InCHI Code 1S/C31H49N3O9S/c1-3-4-5-6-7-8-9-10-11-12-13-14-17-26(25(35)16-15-18-29(39)43-2)44-22-24(30(40)33-21-28(37)38)34-27(36)20-19-23(32)31(41)42/h7-8,10-14,17,23-26,35H,3-6,9,15-16,18-22,32H2,1-2H3,(H,33,40)(H,34,36)(H,37,38)(H,41,42)/b8-7-,11-10-,13
InCHI Key NEICPYXCIYSWOH-QXDTVSJVSA-N |