A more lipid soluble formulation of LTE4
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Labeled Version(s)
9001287Leukotriene C4-d5 methyl ester
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Leukotriene C4 methyl ester

Item No. 10007164

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroxy-6R-(S-glutathionyl)-7E,9E,11Z,14Z-eicosatetraenoic acid, methyl ester
CAS Number
73958-10-8
Synonyms
  • LTC4 methyl ester
Molecular Formula
C31H49N3O9S
Formula Weight
639.8
Purity
≥97%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): .15 mg/ml
λmax
280 nm
SMILES
CCCCC/C=C\C\C=C/C=C\C=C/C(SCC(N)(C(=O)NCC(=O)O)N1C(=O)CCC1C(=O)O)[C@@H](O)CCCC(=O)OC
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-LZHUJPGBSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $159

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    50 µg

    $302

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    100 µg

    $571

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    Product Description

    Leukotriene C4 (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 (SRS-A) 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).