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C9282

Sodium cholate hydrate

Name: Sodium cholate hydrate
Brand: SIGMA

suitable for cell culture, BioReagent

Synonym(s):

3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid sodium salt, Cholalic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₃₉NaO₅ · xH₂O

CAS Number:

206986-87-0

Molecular Weight:

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

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Quality Level

200

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

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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Related Categories

Biochemicals

Detergents - Anionic, Cationic, Zwitterionic, Anti-foaming

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.

hcodes

H412

pcodes

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class

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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Solubilization and reconstitution characteristics of hepatic system A-mediated amino acid transport.

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

Sequential use of detergents for solubilization and reconstitution of a membrane ion transporter.

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

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)

Bile acids: regulation of synthesis.

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

Molecular basis for HEF1/NEDD9/Cas-L action as a multifunctional co-ordinator of invasion, apoptosis and cell cycle.

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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Global Trade Item Number

SKU	GTIN
C9282-100G	04061833530481
C9282-25G	04061833530498

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