An internal standard for the quantification of taurolithocholic acid
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Taurolithocholic Acid-d4 (sodium salt)

Item No. 32984

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[(3α,5β)-3-hydroxy-24-oxocholan-24-yl-2,2,4,4-d4]amino]-ethanesulfonic acid, monosodium salt
CAS Number
2410279-97-7
Synonyms
  • Sodium Taurolithocholate-d4
  • TLCA-d4
Molecular Formula
C26H40D4NO5S • Na
Formula Weight
509.7
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C(NCCS([O-])(=O)=O)CC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[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/C26H45NO5S.Na/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3;/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32);/q;+1/p-1/t17-,18-,19-,20+,21-,22+,23+,25+,26-;/m1./s1/i10D2,16D2;
InChi Key
YAERYJYXPRIDTO-WRXPQEKCSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $202

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    Product Description

    Taurolithocholic acid-d4 (TLCA-d4) is intended for use as an internal standard for the quantification of TLCA (Item No. 17275) by GC- or LC-MS. TLCA is a taurine-conjugated form of the secondary bile acid lithocholic acid (Item No. 20253).1 TLCA (75 μM) increases caspase-3 and -7 activity in Hep3B cells transfected with sodium taurocholate cotransporting peptide (NTCP), but not nontransfected Hep3B cells.2 It has been used to induce cholestasis in ex vivo and in vivo animal models of hepatocellular cholestasis.3,4 Serum levels of TLCA increase approximately 5-fold within two hours during an oral lipid tolerance test in humans.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schmid, A., Neumann, H., Karrasch, T., et al. Bile acid metabolome after an oral lipid tolerance test by liquid chromatography-tandem mass spectrometry (LC-MS/MS). PLoS One 11(2), e0148869 (2016).

    2. Rust, C., Wild, N., Bernt, C., et al. Bile acid-induced apoptosis in hepatocytes is caspase-6-dependent. The Journal of Biological Chemisty 284(5), 2908-2916 (2009).

    3. Denk, G.U., Maitz, S., Wimmer, R., et al. Conjugation is essential for the anticholestatic effect of NorUrsodeoxycholic acid in taurolithocholic acid-induced cholestasis in rat liver. Hepatology 52(5), 1758-1768 (2010).

    4. Javitt, N.B. Cholestasis in rats induced by taurolithocholate. Nature 210(5042), 1262-1263 (1966).