An internal standard for the quantification of tauro-β-muricholic acid
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Unlabeled Version(s)
20289Tauro-β-muricholic Acid (sodium salt)
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Tauro-β-muricholic Acid-d4 (sodium salt)

Item No. 27040

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[(3α,5β,6β,7β)-3,6,7-trihydroxy-24-oxocholan-24-yl-2,2,4,4-d4]amino]-ethanesulfonic acid, monosodium salt
Synonyms
  • Tauro-β-muricholate-d4
  • TβMCA-d4
Molecular Formula
C26H40D4NO7S • Na
Formula Weight
541.7
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/mlEthanol: 1 mg/ml
SMILES
C[C@H](CCC(NCCS([O-])(=O)=O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@H](O)[C@@H](O)[C@]4([H])C([2H])([2H])[C@H](O)C([2H])([2H])C[C@]4(C)[C@@]3([H])CC[C@@]21C.[Na+]
InChi Code
InChI=1S/C26H45NO7S.Na/c1-15(4-7-21(29)27-12-13-35(32,33)34)17-5-6-18-22-19(9-11-25(17,18)2)26(3)10-8-16(28)14-20(26)23(30)24(22)31;/h15-20,22-24,28,30-31H,4-14H2,1-3H3,(H,27,29)(H,32,33,34);/q;+1/p-1/t15-,16-,17-,18+,19+,20+,22+,23+,24-,25-,26-;/m1./s1/i8D2,14D2;
InChi Key
NYXROOLWUZIWRB-KIZYMFMYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $700

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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Tauro-β-muricholic acid-d4 (TβMCA-d4) is intended for use as an internal standard for the quantification of TβMCA (Item No. 20289) by GC- or LC-MS. TβMCA is a competitive and reversible antagonist of the farnesoid X receptor (FXR; IC50 = 40 µM) and a taurine-conjugated form of the murine-specific primary bile acid β-muricholic acid (Item No. 20287).1 TβMCA accumulates in germ-free mice under normal conditions but is reduced after colonization with feces from a human donor.1,2 TβMCA is increased in the intestines of mice resistant to high-fat diet-induced obesity, fatty liver, and diabetes.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sayin, S.I., Wahlström, A., Felin, J., et al. Gut microbiota regulates bile acid metabolism by reducing the levels of tauro-beta-muricholic acid, a naturally occurring FXR antagonist. Cell Metab. 17(2), 225-235 (2013).

    2. Wahlström, A., Kovatcheva-Datchary, P., Ståhlman, M., et al. Induction of farnesoid X receptor signaling in germ-free mice colonized with a human microbiota. J. Lipid. Res. 58(2), 412-419 (2017).

    3. Qi, Y., Jiang, C., Cheng, J., et al. Bile acid signaling in lipid metabolism: Metabolomic and lipidomic analysis of lipid and bile acid markers linked to anti-obesity and anti-diabetes in mice. Biochim. Biophys. Acta 1851(1), 19-29 (2015).