A taurine-conjugated form of lithocholic acid
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Taurolithocholic Acid (sodium salt)

Item No. 17275

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[(3α,5β)-3-hydroxy-24-oxocholan-24-yl]amino]-ethanesulfonic acid, monosodium salt
CAS Number
6042-32-6
Synonyms
  • NSC 681057
  • Sodium taurolithocholate
  • TLCA
Molecular Formula
C26H44NO5S • Na
Formula Weight
505.7
Purity
≥95%
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[C@H](O)CC[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
InChi Key
YAERYJYXPRIDTO-HRHHVWJRSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    Taurolithocholic acid (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 in 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).

    Product Citations

    Wei, W., Lyu, X., Markhard, A.L., et al. PTER is a N-acetyltaurine hydrolase that regulates feeding and obesity. Nature 633(8028), 182-188 (2023).