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Merck

C9282

Sigma-Aldrich

Colato de sodio hydrate

suitable for cell culture, BioReagent

Sinónimos:

Ácido 3α,7α, 12α-trihidroxi-5β-colan-24-oico sodium salt, Ácido colálico sodium salt

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About This Item

Fórmula empírica (notación de Hill):
C24H39NaO5 · xH2O
Número de CAS:
Peso molecular:
430.55 (anhydrous basis)
Beilstein/REAXYS Number:
3582354
EC Number:
MDL number:
UNSPSC Code:
12161902
PubChem Substance ID:
NACRES:
NA.75

biological source

bovine bile
ovine bile

Quality Level

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

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

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

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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).

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.

Optional

Referencia del producto
Descripción
Precios

hcodes

Hazard Classifications

Aquatic Chronic 3

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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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
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
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)
Katrin Rössger et al.
Metabolic engineering, 21, 81-90 (2013-11-28)
In recent years, using trigger-inducible mammalian gene switches to design sophisticated transcription-control networks has become standard practice in synthetic biology. These switches provide unprecedented precision, complexity and reliability when programming novel mammalian cell functions. Metabolite-responsive repressors of human-pathogenic bacteria are

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