Deoxycholic acid: Difference between revisions

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==Overview==
{{Chembox new
|  Name = '''Deoxycholic acid'''
|  ImageFile = Deoxycholic acid.png
|  ImageSize = 250px
|  ImageName = Deoxycholic acid
|  IUPACName = (3α,5β,12α)-3,12-<br>Dihydroxycholan-24-oic acid
|  OtherNames = Deoxycholic acid<br />Deoxycholate
| Section1 = {{Chembox Identifiers
|  CASNo = 83-44-3
|  SMILES = C[C@@]34[C@]<br>(CC[C@@H]4[C@@H](CCC<br />(O)=O)C)([H])[C@]2([H])<br>CC[C@]1([H])C<br />[C@H](O)CC[C@@](C)1[C@] ([H])2C[C@@H]3O
  }}
| Section2 = {{Chembox Properties
|  Formula = [[carbon|C<sub>24</sub>]][[hydrogen|H<sub>40</sub>]][[oxygen|O<sub>4</sub>]]
|  MolarMass = 392.58 g/mol
|  Density = ? g/cm<sup>3</sup>
|  MeltingPt = 174 - 176 °C
  }}
}}
{{SI}}
'''Deoxycholic acid''', also known as '''deoxycholate''', '''cholanoic acid''', and '''3α,12α-dihydroxy-5β-cholanate''', is a [[bile acid]]. Deoxycholic acid is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria. The two primary bile acids secreted by the liver are cholic acid and chenodeoxycholic acid. Bacteria metabolize chenodeoxycholic acid into the secondary bile acid lithocholic acid, and they metabolize cholic acid into deoxycholic acid. There are additional secondary bile acids, such as ursodeoxycholic acid. Deoxycholic acid is soluble in [[alcohol]] and [[acetic acid]]. When pure, it comes in a white to off-white crystalline powder form.
==Applications==
In the [[human body]] deoxycholic acid is used in the [[emulsification]] of [[fat]]s for the absorption in the [[intestine]]. Outside the body it is used in experimental basis of [[cholagogue]]s and is also use to prevent and dissolve [[gallstone]]s.
Sodium deoxycholate, the sodium salt of deoxycholic acid, is frequently used in [[mesotherapy]] injections, mixed with [[phosphatidylcholine]].
In research deoxycholic acid is used as a mild detergent for the isolation of membrane associated proteins.
Deoxycholates and bile acid derivatives in general are actively being studied as structures for incorporation in nanotechnology.<ref>''Molecules'', 2001, 6, 21.</ref>  They also have found application in microlithography as photoresist components.<ref>''Polym. Mat. Sci. Eng.'', 1997, 77, 445.</ref><ref>''Chemistry Letters'', 2000, 414.</ref>
The [[critical micelle concentration]] for deoxycholic acid is approximately 0.2%.
Sodium deoxycholate, the sodium salt of deoxychlic acid, is often used as a biological detergent to lyse cells and solubilise cellular and membrane components.<ref>[http://www.nzp.co.nz/products.php?cid=2&pid=251 Sodium deoxycholate]</ref>
==See also==
*[[Ursodiol]] (ursodeoxycholic acid)
*[[Bile acids]]
==References==
<references/>
[[Category:Bile acids]]
[[Category:Microbiological media ingredients]]
[[de:Desoxycholsäure]]
[[es:Ácido desoxicólico]]
{{WH}}
{{WikiDoc Sources}}

Revision as of 14:25, 6 March 2017