An internal standard for the quantification of LTD4
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Unlabeled Version(s)
20310Leukotriene D4
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Leukotriene D4-d5

Item No. 10006199

Technical Information
Formal Name
S-[(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraen-1-yl-14,14,15,15,15-d5]-L-cysteinyl-glycine
CAS Number
1240398-17-7
Synonyms
  • LTD4-d5
Molecular Formula
C25H35D5N2O6S
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 100 µg/ml solution in ethanol
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): .1 mg/ml
λmax
280 nm
SMILES
N[C@H](C(NCC(O)=O)=O)CS[C@@H]([C@@H](O)CCCC(O)=O)/C=C/C=C/C=C\C/C=C\CCCC([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1/i1D3,2D2
InChi Key
YEESKJGWJFYOOK-HXHZKDJLSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Leukotriene D4-d5 (LTD4-d5) is intended for use as an internal standard for the quantification of LTD4 (Item No. 20310) by GC- or LC-MS. LTD4 is an active metabolite of LTC4 (Item No. 20210) and a constituent of slow-reacting substance of anaphylaxis (SRS-A).1,2 It is formed via metabolism of LTC4 by γ-glutamyl transpeptidase. Like LTC4, LTD4 (0.01-0.1 pM) induces contractions in isolated guinea pig parenchymal strips and tracheal spirals.3 In vivo, LTD4 increases insufflation pressure, a marker of bronchoconstriction, in anesthetized guinea pigs by 100% when administered at a dose of 89 pmol per animal.4 It also increases vascular permeability in guinea pig skin when administered intradermally at a dose of 0.1 pmol per animal.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Örning, L., Hammarström, S., and Samuelsson, B. Leukotriene D: A slow reacting substance from rat basophilic leukemia cells. Proc. Natl. Acad. Sci. USA 77(4), 2014-2017 (1980).

    2. Hammarström, S., Örning, L., and Bernström, K. Metabolism of leukotrienes. Mol. Cell Biochem. 69(1), 7-16 (1985).

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

    4. Hedqvist, P., Dahlén, S.E., Gustafsson, L., et alBiological profile of leukotrienes C4 and D4. Acta Physiol. Scand. 110(3), 331-333 (1980).

    Product Citations

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

    Sasaki, A., Fukuda, H., Shiida, N., et alDetermination of ω-6 and ω-3 PUFA metabolites in human urine samples using UPLC/MS/MS. Anal. Bioanal. Chem. 407(6), 1625-1639 (2015).