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Dehydrocholic acid (CAS 81-23-2)

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Alternate Names:
3,7,12-Trioxo-5β-cholanic acid 5β-Cholanic acid-3,5,12-trione
Application:
Dehydrocholic acid is used in the production of chenodeoxycholic acid by bioconversion
CAS Number:
81-23-2
Purity:
≥98%
Molecular Weight:
402.52
Molecular Formula:
C24H34O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Dehydrocholic acid (DCA) is a bile acid synthesized in the liver and stored in the gallbladder. It serves as a fundamental component of bile, which plays a vital role in digesting and absorbing lipids, vitamins, and other nutrients in the small intestine. The precise mechanism by which Dehydrocholic acid can modulate cholesterol metabolism and activate specific receptors, including the FXR bile acid receptor.


Dehydrocholic acid (CAS 81-23-2) References

  1. Anodic electrochemical oxidation of cholic acid.  |  Medici, A., et al. 2001. Steroids. 66: 63-9. PMID: 11146084
  2. A novel insulin derivative chemically modified with dehydrocholic acid: synthesis, characterization and biological activity.  |  Huang, T. and Huang, K. 2005. Biotechnol Appl Biochem. 42: 47-56. PMID: 15612881
  3. Regio- and stereoselective reductions of dehydrocholic acid.  |  Cravotto, G., et al. 2006. Steroids. 71: 469-75. PMID: 16504228
  4. Thermodynamic and elastic fluctuation analysis of Langmuir mixed monolayers composed by dehydrocholic acid (HDHC) and didodecyldimethylammonium bromide (DDAB).  |  Messina, PV., et al. 2010. Colloids Surf B Biointerfaces. 75: 34-41. PMID: 19734023
  5. Discovery of an entropically-driven small molecule streptavidin binder from nucleic acid-encoded libraries.  |  Daguer, JP., et al. 2012. Org Biomol Chem. 10: 1502-5. PMID: 22237952
  6. Novel whole-cell biocatalysts with recombinant hydroxysteroid dehydrogenases for the asymmetric reduction of dehydrocholic acid.  |  Braun, M., et al. 2012. Appl Microbiol Biotechnol. 95: 1457-68. PMID: 22581067
  7. The biotransformed metabolite profiles in blood after intravenous administration of dehydrocholic acid.  |  Yoneda, M., et al. 1989. Am J Gastroenterol. 84: 290-5. PMID: 2919585
  8. General and selective syn-carboxylation-trifluoromethylation of terminal alkynes: application to the late-stage modification of dehydrocholic acid.  |  Zhang, SL., et al. 2019. Chem Commun (Camb). 55: 4099-4102. PMID: 30887991
  9. Effect of dehydrocholic acid conjugated with a hydrocarbon on a lipid bilayer composed of 1,2-dioleoyl-sn-glycero-3-phosphocholine.  |  Hayashi, K., et al. 2019. Colloids Surf B Biointerfaces. 181: 58-65. PMID: 31121382
  10. Dehydrocholic Acid Ameliorates Sodium Taurocholate-Induced Acute Biliary Pancreatitis in Mice.  |  Zhang, X., et al. 2020. Biol Pharm Bull. 43: 985-993. PMID: 32475920
  11. Enzymes involved in the formation of 3 beta, 7 beta-dihydroxy-12-oxo-5 beta-cholanic acid from dehydrocholic acid by Ruminococcus sp. obtained from human intestine.  |  Akao, T., et al. 1987. Biochim Biophys Acta. 921: 275-80. PMID: 3477291
  12. [Chronopharmacological characteristics of the action of dehydrocholic acid on bile formation].  |  Skakun, NP. and Davydovich, OV. 1986. Farmakol Toksikol. 49: 40-5. PMID: 3709774
  13. Species differences in the choleretic response to bile salts.  |  Klaassen, CD. 1972. J Physiol. 224: 259-69. PMID: 5071398
  14. Effect of dehydrocholic, chenodeoxycholic, and taurocholic acids on the excretion of bilirubin.  |  Engelking, LR., et al. 1980. Am J Vet Res. 41: 355-61. PMID: 7369608
  15. Identification and characterization of dehydrocholic acid reductase system in the cytosol of human red blood cells.  |  Tani, M., et al. 1994. J Gastroenterol. 29: 621-30. PMID: 8000511

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Dehydrocholic acid, 25 g

sc-214863
25 g
$77.00

Dehydrocholic acid, 50 g

sc-214863A
50 g
$143.00

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. Dehydrocholic acid, sc-214863, is a white crystalline powder in appearance.
Answered by: TechService7
Date published: 2017-01-04
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Rated 5 out of 5 by from LiuLiu, L. et al. (PubMed 22899496) presented a new enzymatic route for the synthesis 12-ketoursodeoxycholic acid (12-keto-UDCA) based on a combination of NADPH-dependent 7 -hydroxysteroid dehydrogenase and NADH-dependent 3 -hydroxysteroid dehydrogenase. In the presence of NADPH and NADH, the combination of these enzymes has the capacity to reduce the 3-carbonyl- and 7-carbonyl-groups of Dehydrocholic acid, forming 12-keto-UDCA in a single step. -SCBT Publication Review
Date published: 2015-03-06
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Dehydrocholic acid is rated 5.0 out of 5 by 1.
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