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Merck

C9282

Cholate de sodium hydrate

suitable for cell culture, BioReagent

Synonyme(s) :

Acide 3α,7α,12α-trihydroxy-5β-cholan-24-oïque sodium salt, Acide cholalique sodium salt

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A propos de cet article

Formule empirique (notation de Hill) :
C24H39NaO5 · xH2O
Numéro CAS:
206986-87-0
Poids moléculaire :
430.55 (anhydrous basis)
UNSPSC Code:
12161902
NACRES:
NA.75
PubChem Substance ID:
24893147
EC Number:
206-643-5
Beilstein/REAXYS Number:
3582354
MDL number:
MFCD00150749

Principaux documents

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Nom du produit

Cholate de sodium hydrate, suitable for cell culture, BioReagent

InChI

1S/C24H40O5.Na.H2O/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26;;/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29);;1H2/q;+1;/p-1/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-;;/m1../s1

InChI key

MUVVIYFKOVLQHL-RCVKHMDESA-M

SMILES string

O.[Na+].C[C@H](CCC([O-])=O)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@]12C

biological source

bovine bile
ovine bile

description

anionic

product line

BioReagent

assay

≥99.0% (HPLC)

form

powder

mol wt

micellar avg mol wt 900-1300

aggregation number

2-3

technique(s)

cell culture | mammalian: suitable

CMC

9-15 mM (20-25°C)

solubility

water: 100 mg/mL, clear, colorless to light yellow

HLB

18

Quality Level

200

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Catégories apparentées

Application

Cholate is a bile acid produced in liver during cholesterol breakdown. Cholate downregulates cholesterol-7-α-hydroxylase (rate-limiting step in bile acid synthesis). Cholate, an anionic detergent, is used alone and in combination with urea to extract and reconstitute membrane proteins and protein complexes.
Sodium cholate hydrate has been used:
  • as a bile acid to induce bile acid-responsive (BEAR) transcription system,
  • as a component of Campylobacter defined broth (CDB) to test its effect on stress response in Campylobacter jejuni{52
  • to test its sensitivity towards the bile acid sensor

Biochem/physiol Actions

Reduction in 12-α hydroxylase activity leads to low levels of cholic acid in liver disease.

General description

Cholate is a primary bile acid produced from cholesterol in the liver. It is an anionic detergent synthesized from cholesterol in the presence of sterol 12α-hydroxylase (CYP8B1).

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000418321
0000417941
0000418321
0000417941
0000337791

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Consulter la Bibliothèque de documents

A Ambesi et al.
Analytical biochemistry, 198(2), 312-317 (1991-11-01)
Solubilization and reconstitution of the cardiac sarcolemmal Na+/Ca2+ exchanger by use of the anionic detergent cholate and its application for reconstitution of the exchanger following solubilization with zwitterionic or nonionic detergents is described. Solubilization and reconstitution with cholate provided a
P Fafournoux et al.
The Journal of biological chemistry, 264(9), 4805-4811 (1989-03-25)
In the liver, System A-mediated uptake of neutral amino acids may play a key role in metabolic control. Knowing the properties of the solubilized and reconstituted System A activity is important for future studies on the purification of the carrier
John Y L Chiang
Journal of lipid research, 50(10), 1955-1966 (2009-04-07)
Bile acids are physiological detergents that generate bile flow and facilitate intestinal absorption and transport of lipids, nutrients, and vitamins. Bile acids also are signaling molecules and inflammatory agents that rapidly activate nuclear receptors and cell signaling pathways that regulate
Proteome Profiling by Label-Free Mass Spectrometry Reveals Differentiated Response of Campylobacter jejuni 81-176 to Sublethal Concentrations of Bile Acids
Masanta WO, et al.
Proteomics. Clinical Applications, 13(3), 1800083-1800083 (2019)
Mahendra Singh et al.
Cell biochemistry and biophysics, 48(1), 54-72 (2007-08-19)
Upregulation of the scaffolding protein HEF1, also known as NEDD9 and Cas-L, has recently been identified as a pro-metastatic stimulus in a number of different solid tumors, and has also been strongly associated with pathogenesis of BCR-Abl-dependent tumors. As the
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