An internal standard for the quantification of LTC4 methyl ester
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Unlabeled Version(s)
10007164Leukotriene C4 methyl ester
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Leukotriene C4-d5 methyl ester

Item No. 9001287

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroxy-6R-(S-glutathionyl)-7E,9E,11Z,14Z-d5-eicosatetraenoic acid, methyl ester
Synonyms
  • LTC4-d5 methyl ester
Molecular Formula
C31H44D5N3O9S
Formula Weight
644.8
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 100 µg/ml solution in ethanol:water (95:5)
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 1 mg/mlEthanol:H20 (95:5): 2 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
282 nm
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
InChI=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
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    25 µg

    $321

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    50 µg

    $609

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    100 µg

    $1,088

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    Product Description

    Leukotriene C4-d5 (LTC4-d5) methyl ester is intended for use as an internal standard for the quantification of LTC4 methyl ester by GC- or LC-MS. 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maclouf, J.A., and Murphy, R.C. Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4. The Journal of Biological Chemisty 263(1), 174-181 (1988).

    2. Piper, P.J. Formation and actions of leukotrienes. Physiol. Rev. 64(2), 744-761 (1984).

    3. Samuelsson, B. Leukotrienes: Mediators of immediate hypersensitivity reactions and inflammation. Science 220(4597), 568-575 (1983).

    4. Lefer, A.M. Leukotrienes as mediators of ischemia and shock. Biochem. Pharmacol. 35(2), 123-127 (1986).

    Product Citations

    Van Anh, T.T., Mostafa, A., Rao, Z., et al. From Vietnamese plants to a biflavonoid that relieves inflammation by triggering the lipid mediator class switch to resolution. Acta Pharm. Sin. B. 11(6), 1629-1647 (2021).