An internal standard for the quantification of leukotriene E4
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Unlabeled Version(s)
20410Leukotriene E4
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Leukotriene E4-d5

Item No. 10007858

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6R-[[(2R)-2-amino-2-carboxyethyl]thio]-5S-hydroxy-7E,9E,11Z,14Z-eicosatetraenoic-19,19,20,20,20-d5 acid
CAS Number
1240398-14-4
Synonyms
  • LTE4-d5
Molecular Formula
C23H32D5NO5S
Formula Weight
444.6
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: >50 mg/mlPBS (pH 7.2): >100 µg/ml
λmax
281 nm
SMILES
O[C@H](CCCC(O)=O)[C@H](SC[C@H](N)C(O)=O)/C=C/C=C/C=C\C/C=C\CCCC([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C23H37NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h6-7,9-13,16,19-21,25H,2-5,8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b7-6-,10-9-,12-11+,16-13+/t19?,20-,21+/m0/s1/i1D3,2D2
InChi Key
OTZRAYGBFWZKMX-QDHCSUQMSA-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 E4-d5 (LTE4-d5) is intended for use as an internal standard for the quantification of LTE4 (Item No. 20410) by GC- or LC-MS. LTE4 is produced by the action of dipeptidase on LTD4, leaving only the cysteinyl group still attached to the fatty acid backbone.1 It is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A).2 LTE4 is considerably less active (8 to 12-fold) than LTC4 in the biological activities characteristic of cysteinyl leukotrienes.1,3 Unlike LTC4 and LTD4, LTE4 accumulates in both plasma and urine. Therefore, urinary excretion of LTE4 is most often used as an indicator of asthma.4,5,6 In humans, basal levels of LTE4 range from 1-100 pg/mg creatinine. In asthmatic patients, urinary LTE4 levels increase to 80-1,000 pg/mg creatinine.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bernström, K., and Hammarström, S. Metabolism of leukotriene D by porcine kidney. The Journal of Biological Chemisty 256(18), 9579-9582 (1981).

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

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

    4. Kumlin, M., Stensvad, F., Larsson, L., et al. Validation and application of a new simple strategy for measurements of urinary leukotriene E4 in humans. Clin. Exp. Allergy 25(5), 467-479 (1995).

    5. Drazen, J.M., O'Brien, J., Sparrow, D., et al. Recovery of leukotriene E4 from the urine of patients with airway obstruction. Am. Rev. Respir. Dis. 146(1), 104-108 (1992).

    6. Kumlin, M., Dahlén, B., Björck, T., et al. Urinary excretion of leukotriene E4 and 11-dehydro-thromboxane B2 in response to bronchial provocations with allergen, aspirin, leukotriene D4, and histamine in asthmatics. Am. Rev. Respir. Dis. 146(1), 96-103 (1992).

    Product Citations

    Balas, L., Rise, P., Gandrath, D., et al. Protectin D1 is rapidly metabolized by #-oxidation of its polar head chain. J. Med. Chem. (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).

    Lin, N., Shay, J.E.S., Xie, H., et al. Myeloid cell hypoxia-inducible factors promote resolution of inflammation in experimental colitis. Front. Immunol. 9(2565), (2018).

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