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Chemical Compound Review

AC1NSXLN     4-[(5R,8S,10S,13R)-3-hydroxy- 10,13...

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Disease relevance of LITHOCHOLIC ACID


High impact information on LITHOCHOLIC ACID

  • Treatment of mice with VD3 or LCA demonstrated in vivo modulation of the Mrp3 gene in colon but not in the liver [3].
  • We propose a docking model for LCA binding to VDR that is supported by mutagenesis data [4].
  • To identify structural determinants required for VDR activation by 1alpha,25(OH)2D3 and LCA, we generated VDR mutants predicted to modulate ligand response based on sequence homology to pregnane X receptor, another bile acid-responsive nuclear receptor [4].
  • In both vitamin D response element activation and mammalian two-hybrid assays, we found that VDR-S278V is activated by 1alpha,25(OH)2D3 but not by LCA, whereas VDR-S237M can respond to LCA but not to 1alpha,25(OH)2D3 [4].
  • At monolayer collapse, the molecular area of LCA was approximately 85 A(2) independent of pH, consistent with the steroid nucleus lying flat [5].

Chemical compound and disease context of LITHOCHOLIC ACID

  • To evaluate the role of lithocholic acid (LCA) in the etiology of parenteral nutrition-associated cholestasis (PN-AC), we studied (i) the changes in the percentage of biliary LCA and (ii) the emergence and resolution of cholestatic changes in the liver after total parenteral nutrition (TPN) and after 6 weeks of oral feeding following the TPN [2].

Biological context of LITHOCHOLIC ACID


Anatomical context of LITHOCHOLIC ACID


Associations of LITHOCHOLIC ACID with other chemical compounds


Gene context of LITHOCHOLIC ACID

  • Studies of the AAT in complex with LA by using far-UV spectra circular dichroism and fluorescence measurements indicated an increase of beta-structure of AAT and pronounced changes in surroundings of the chromophores [8].


  1. Effects of phenobarbital and secondary bile acids on liver, gallbladder, and pancreas carcinogenesis initiated by N-nitrosobis (2-hydroxypropyl)amine in hamsters. Makino, T., Obara, T., Ura, H., Kinugasa, T., Kobayashi, H., Takahashi, S., Konishi, Y. J. Natl. Cancer Inst. (1986) [Pubmed]
  2. Biliary lithocholate and cholestasis during and after total parenteral nutrition: an experimental study. Das, J.B., Uzoaru, I.L., Ansari, G.G. Proc. Soc. Exp. Biol. Med. (1995) [Pubmed]
  3. Vitamin D receptor-dependent regulation of colon multidrug resistance-associated protein 3 gene expression by bile acids. McCarthy, T.C., Li, X., Sinal, C.J. J. Biol. Chem. (2005) [Pubmed]
  4. Structural determinants for vitamin D receptor response to endocrine and xenobiotic signals. Adachi, R., Shulman, A.I., Yamamoto, K., Shimomura, I., Yamada, S., Mangelsdorf, D.J., Makishima, M. Mol. Endocrinol. (2004) [Pubmed]
  5. Spread monomolecular films of monohydroxy bile acids and their salts: influence of hydroxyl position, bulk pH, and association with phosphatidylcholine. Leonard, M.R., Bogle, M.A., Carey, M.C., Donovan, J.M. Biochemistry (2000) [Pubmed]
  6. Pathogenesis of lithocholate-induced intrahepatic cholestasis: role of glucuronidation and hydroxylation of lithocholate. Vu, D.D., Tuchweber, B., Plaa, G.L., Yousef, I.M. Biochim. Biophys. Acta (1992) [Pubmed]
  7. Tight junction permeability and liver plasma membrane fluidity in lithocholate-induced cholestasis. Vu, D.D., Tuchweber, B., Raymond, P., Yousef, I.M. Exp. Mol. Pathol. (1992) [Pubmed]
  8. In vitro amyloid fibril formation from alpha 1-antitrypsin. Janciauskiene, S., Carlemalm, E., Eriksson, S. Biol. Chem. Hoppe-Seyler (1995) [Pubmed]
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