An internal standard for the quantification of leukotriene C4
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Unlabeled Version(s)
20210Leukotriene C4
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Leukotriene C4-d5

Item No. 10006198

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroxy-6R-(S-glutathionyl)-7E,9E,11Z,14Z-d5-eicosatetraenoic acid
CAS Number
1441421-73-3
Synonyms
  • LTC4-d5
Molecular Formula
C30H42D5N3O9S
Formula Weight
630.8
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 100 µg/ml solution in ethanol
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
280 nm
SMILES
O[C@@H](CCCC(O)=O)[C@H](SC[C@H](NC(CC[C@H](N)C(O)=O)=O)C(NCC(O)=O)=O)/C=C/C=C/C=C\C/C=C\CCCC([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9-,12-11+,16-13+/t22-,23-,24+,25+/m0/s1/i1D3,2D2
InChi Key
GWNVDXQDILPJIG-WXOWUGGNSA-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) 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 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 (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

    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

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et al. Lipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).

    Meriwether, D., Sulaiman, D., Volpe, C., et al. Apolipoprotein A-I mimetics mitigate intestinal inflammation in COX2-dependent inflammatory bowel disease model. J. Clin. Invest. 130, 3670-3685 (2019).

    Sorgi, C.A., Peti, A.P.F., Petta, T., et al. Comprehensive high-resolution multiple-reaction monitoring mass spectrometry for targeted eicosanoid assays. Sci. Data 5, 180167 (2018).