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Sodium deoxycholate

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Sodium deoxycholate Basic information

Product Name:
Sodium deoxycholate
Synonyms:
  • OXIDE EXTRACT
  • SODIUM CHOLEATE
  • Deoxycholic acid, sodium salt, 99%, extra pure
  • Sodium Deoxycholate [for Electrophoresis]
  • Deoxycholic acid sodium
  • Sodium deoxycholate ,98%
  • SodiuM 3,12-dihydroxycholanate
  • sodium 3-α,12-α-dihydroxy-5-β-cholan-24-oate
CAS:
302-95-4
MF:
C24H41NaO4
MW:
416.58
EINECS:
206-132-7
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Bile SaltsDetergents
  • Anionic
  • Detergents
  • Detergents A to Z
  • Steroids
  • 302-95-4
Mol File:
302-95-4.mol
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Sodium deoxycholate Chemical Properties

Melting point:
357-365 °C
alpha 
44 º (c=2, H2O)
Density 
1.012 at 20.07℃
vapor pressure 
0Pa at 20℃
Flash point:
>110°C (own results)
storage temp. 
room temp
solubility 
water: soluble1 gm in 10 ml, clear, colorless to very faintly yellow
form 
Powder
color 
Yellow-tan
PH
7.5-9.0 (20g/l, H2O, 20℃)
Odor
Odorless
PH Range
7 - 10
optical activity
[α]20/D +44±2°, c = 2% in H2O
Water Solubility 
330 g/L (15 ºC)
BRN 
3581950
LogP
5.35 at 22℃ and pH5.7
Surface tension
41.8mN/m at 1g/L and 20℃
CAS DataBase Reference
302-95-4(CAS DataBase Reference)
EPA Substance Registry System
Cholan-24-oic acid, 3,12-dihydroxy-, monosodium salt, (3.alpha.,5.beta.,12.alpha.)- (302-95-4)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-37
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
FZ2250000
3-10
TSCA 
Yes
HS Code 
29181930
Toxicity
LD50 orally in Rabbit: 1370 mg/kg

MSDS

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Sodium deoxycholate Usage And Synthesis

Chemical Properties

Sodium deoxycholate is white to cream crystalline powder

Uses

Sodium deoxycholate is an ionic detergent for the solubilization of membrane-bound proteins.

Uses

Sodium deoxycholate is used as a choleretic and an anionic detergent. It is useful for the extraction of membrane receptors, plasma membrane proteins, nuclei isolation and solubilizes fats as well as membrane components. It acts as an intermediate for the production of corticosteroids and microbiological diagnostic media. In addition, it acts as a catalyst in the preparation of protein extracts for immunoblotting and immunoprecipitation of radiolabeled proteins.

Uses

Sodium deoxycholate is used as a component in cell lysis buffers.

Definition

ChEBI: Sodium deoxycholate is a bile acid salt. It contains a deoxycholate.

General Description

Sodium deoxycholate is a bile salt and an ionic detergent. Bile salts work along with lipids/fats/cholesterol and form mixed micelles in the intestine. These micelles help in fat digestion and absorption through the intestinal wall.

Biological Activity

Sodium deoxycholate (SDC) is an anionic detergent which has been used both to destroy infectious viruses and to fractionate viral components. Sodium deoxycholate begins to bind to the virus at less than 0.1 mM free equilibrium concentration. It causes lysis of the viral membrane at 0.9 +/- 0.1 mM free equilibrium concentration when 2.2 +/- 0.2 - 103 mol of sodium deoxycholate are bound per mol of the virus. The liberation of proteins from the membrane begins at 1.5 +/- 0.1 mM sodium deoxycholate, and the proteins released are virtually free from phospholipids above 2.0 mM sodium deoxycholate. The overall mechanism of sodium deoxycholate solubilization of the viral membrane resembles that of Triton X-100 and sodium dodecyl sulphate, except that with sodium deoxycholate, the various stages of membrane disruption occur at about 10-fold higher equilibrium free detergent concentrations. At sodium deoxycholate concentrations higher than 2.3 mM, the viral spike glycoproteins can be separated by sucrose gradient centrifugation or gel filtration into constituent polypeptides E1, E2 and E3[1-2].

Biochem/physiol Actions

Solubilizes fats for absorption in the intestines.

Safety Profile

Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion and subcutaneous routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NasO.

Purification Methods

Recrystallise it from EtOH and dry it in an oven at 100o. The solution is freed from soluble components by repeated extraction with acid-washed charcoal. [Beilstein 10 IV 1608.]

References

[1] A Helenius. “Solubilization of the Semliki Forest virus membrane with sodium deoxycholate.” Biochimica et biophysica acta 436 2 (1976): 319–34.
[2] A E Auletta, M L Marlowe. “Effect of sodium deoxycholate on rubella virus.” Applied microbiology 16 10 (1968): 1624.

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