An internal standard for the quantification of TXB2
Related Products
Alternative(s)
9002563Thromboxane B2-d9
Unlabeled Version(s)
19030Thromboxane B2
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Thromboxane B2-d4

Item No. 319030

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z)-7-[(2R,3S,4S,6R)-tetrahydro-4,6-dihydroxy-2-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2H-pyran-3-yl]-5-heptenoic-3,3,4,4-d4 acid
CAS Number
1346112-79-5
Synonyms
  • TXB2-d4
Molecular Formula
C20H30D4O6
Formula Weight
374.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 25 mg/mlEthanol: 100 mg/mlPBS pH 7.2: 0.1 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\C([2H])([2H])C([2H])([2H])CC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCC)OC(O)C1
InChi Code
InChI=1S/C20H34O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h4,7,12-13,15-18,20-22,25H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4-,13-12+/t15-,16-,17-,18+,20?/m0/s1/i5D2,8D2
InChi Key
XNRNNGPBEPRNAR-LCGOHBJFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $201

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    50 µg

    $381

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    100 µg

    $721

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    Product Description

    Thromboxane B2-d4 (TXB2-d4) is intended for use as an internal standard for the quantification of TXB2 (Item No. 19030) by GC- or LC-MS. TXB2 is a non-enzymatically derived, stable, inactive metabolite of TXA2, which is highly unstable.1,2,3 Serum levels of TXB2 positively correlate with platelet COX-1 activation.4,5 Urinary levels of TXB2 reflect intrarenal TXA2 synthesis, while its metabolites, 11-dehydro TXB2 (Item No. 19500) and 2,3-dinor TXB2 (Item No. 19510), reflect systemic TXA2 secretion.2,6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Needleman, P., Moncada, S., Bunting, S., et al. Identification of an enzyme in platelet microsomes which generates thromboxane A2 from prostaglandin endoperoxides. Nature 261(5561), 558-560 (1976).

    2. Patrono, C., Ciabattoni, G., Pugliese, F., et al. Estimated rate of thromboxane secretion into the circulation of normal humans. J. Clin. Invest. 77(2), 590-594 (1986).

    3. Uyama, O., Matsumoto, M., Fujisawa, A., et al. Plasma concentrations of thromboxane B2 in patients with hypertension or cerebrovascular disease. Prostaglandins Med. 7(3), 199-207 (1981).

    4. Arantes, F.B.B., Menezes, F.R., Franci, A., et al. Influence of direct thrombin inhibitor and low molecular weight heparin on platelet function in patients with coronary artery disease: A prospective interventional trial. Adv. Ther. 37(1), 420-430 (2020).

    5. Ferroni, P., Riondino, S., Vazzana, N., et al. Biomarkers of platelet activation in acute coronary syndromes. Thromb. Haemost. 108(6), 1109-1123 (2012).

    6. Patrono, C., Ciabattoni, G., Patrignani, P., et al. Evidence for a renal origin of urinary thromboxane B2 in health and disease. Adv. Prostaglandin Thromboxane Leukot. Res. 11, 493-498 (1983).

    7. Lawson, J.A., Patrono, C., Ciabattoni, G., et al. Long-lived enzymatic metabolites of thromboxane B2 in the human circulation. Anal. Biochem. 155(1), 198-205 (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).

    Maric, J., Ravindran, A., Mazzurana, L., et al. Cytokine-induced endogenous production of prostaglandin D2 is essential for human group 2 innate lymphoid cell activation. J. Allergy Clin. Immunol. 143(6), 2202-2214 (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).