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Lithocholic Acid (CAS 434-13-9) LS-H156

Vitamin D receptor agonist
LS-H156-5 / 5 g / $175
LS-H156-10 / 10 g / $195
LS-H156-25 / 25 g / $225
USA Shipment Only
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Description: Lithocholic acid is a secondary bile acid that has been shown to cause cholestasis in animal models and has also been implicated in carcinogenesis. It is produced from chenodeoxycholic acid by bacterial action in the colon and can be conjugated with glycine or taurine. Whereas in normal colonic epithelium lithocholic acid promotes apoptosis, it has been shown to suppress apoptosis in pre-malignant colonic epithelium in the presence of a carcinogen. Lithocholic acid can activate the pregnane X receptor and the vitamin D receptor, which may serve as a biological sensor to regulate lithocholic acid-induced toxicity. H156_ChemicalStructureImage.png
(3?,5β)-3-hydroxy-cholan-24-oic acid
3?-HydroxyCholanicAcid
LCA
Lithocholate
NSC683770
biochemical, chemical, agonist
LS-H156
434-13-9
C24H40O3
≥95%
A crystalline solid
0
C[C@H](CCC(O)=O)[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
InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1
SMEROWZSTRWXGI-HVATVPOCSA-N
Shipped at 4°C, store at -20°C, ≥ 2 years shelf life.
This product is for research use only. Not for administration to humans, or for human or veterinary diagnostic or therapeutic use.
Data Sheet DataSheet    SDS SDS
Related Products: Vitamin D Receptor / VDR related products

Usage Information

Lithocholic acid is supplied as a crystalline solid. A stock solution may be made by dissolving the lithocholic acid in the solvent of choice. Lithocholic acid is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF), which should be purged with an inert gas. The solubility of lithocholic acid in ethanol and DMSO is approximately 20 mg/ml, and approximately 30 mg/ml in DMF. Lithocholic acid is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, lithocholic acid should first be dissolved in DMF and then diluted with the aqueous buffer of choice. Lithocholic acid has a solubility of approximately 0.5 mg/ml in a 1:1 solution of DMF:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.

References:
  1. Little, J.M., Zimniak, P., Shattuck, K.E., et al. Metabolism of lithocholic acid in the rat: Formation of lithocholic acid 3-O-glucuronide in vivo. J. Lipid. Res. 31(4), 615-622 (1990).
  2. Makishima, M., Lu, T.T., Xie, W., et al. Vitamin D receptor as an intestinal bile acid sensor. Science 296, 1313-1316 (2002).
  3. Kozoni, V., Tsioulias, G., Shiff, S., et al. The effect of lithocholic acid on proliferation and apoptosis during the early stages of colon carcinogenesis: Differential effect on apoptosis in the presence of a colon carcinogen. Carcinogenesis 21(5), 999-1005 (2000).
  4. Staudinger, J.L., Goodwin, B., Jones, S.A., et al. The nuclear receptor PXR is a lithocholic acid sensor that protects against liver toxicity. Proc. Natl. Acad. Sci. USA 98(6), 3369-3374 (2000).
  5. Tan, K.P., Yang, M., and Ito, S. Activation of nuclear factor (erythroid-2 like) factor 2 by toxic bile acids provokes adaptive defense responses to enhance cell survival at the emergence of oxidative stress. Mol. Pharmacol. 72(5), 1380-1390 (2007).

 


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