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T0557

Sigma-Aldrich

Sodium taurodeoxycholate hydrate

BioXtra, ≥97% (TLC)

Synonym(s):

2-([3α,12α-Dihydroxy-24-oxo-5β-cholan-24-yl]amino)ethanesulfonic acid, Taurodeoxycholic acid sodium salt hydrate

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About This Item

Linear Formula:
C26H44NO6SNa · xH2O
CAS Number:
207737-97-1
Molecular Weight:
521.69 (anhydrous basis)
Beilstein/REAXYS Number:
3901204
MDL number:
MFCD00149238
UNSPSC Code:
12161900
PubChem Substance ID:
24899897
NACRES:
NA.25

description

anionic

Quality Level

200

product line

BioXtra

assay

≥97% (TLC)

mol wt

micellar avg mol wt 3100

aggregation number

6

impurities

≤0.002% Phosphorus (P)
≤0.1% Insoluble matter

CMC

1-4 mM (20-25°C)

solubility

H2O: 0.5 M, clear, colorless to faintly yellow

anion traces

chloride (Cl-): ≤0.5%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.01%
Mg: ≤0.005%
NH4+: ≤0.05%
Pb: ≤0.001%
Zn: ≤0.0005%

SMILES string

O.[Na+].C[C@H](CCC(=O)NCCS([O-])(=O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

InChI

1S/C26H45NO6S.Na.H2O/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3;;/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33);;1H2/q;+1;/p-1/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-;;/m1../s1

InChI key

OLPIZAYYAVQETM-GGPRKOIFSA-M

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General description

Sodium tauroursodeoxycholate is a bile salt which is naturally present in the small bowel.

Application

Sodium tauroursodeoxycholate has been used in a study to assess short-term feedback regulation of bile salt uptake in rodent liver. It has also been used in a study to investigate its potential to resolve endoplasmic reticulum (ER) stress in intestinal epithelial cells. It is also used for isolation of membrane proteins including inner mitochondrial membrane proteins.
Bile salt-related, anionic detergent used for isolation of membrane proteins including inner mitochondrial membrane proteins.

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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Emanuel Berger et al.
Biochemical and biophysical research communications, 409(4), 610-615 (2011-05-25)
Inflammatory bowel diseases (IBD) are chronically relapsing and immune-mediated disorders of the gastrointestinal tract. Endoplasmic reticulum (ER) stress mechanisms in the epithelium have been demonstrated to be implemented into the pathogenesis of intestinal inflammation. Chemical chaperones have been demonstrated to
Stefanie Mühlfeld et al.
Hepatology (Baltimore, Md.), 56(6), 2387-2397 (2012-07-19)
The sodium taurocholate cotransporting polypeptide (Ntcp) is the major bile salt uptake transporter at the sinusoidal membrane of hepatocytes. Short-term feedback regulation of Ntcp by primary bile salts has not yet been investigated in vivo. Subcellular localization of Ntcp was
Kalinne Kelly Lima Gadelha et al.
Experimental physiology, 104(2), 199-208 (2018-12-19)
What is the central question of this study? Is the responsiveness of isolated segments of the rat oesophagus to contractile or relaxant stimuli susceptible to acute luminal exposure of the oesophagus to an acid solution that contains pepsin and bile
Salma Alavi et al.
Cell, 181(7), 1533-1546 (2020-07-08)
The gut microbiome is the resident microbial community of the gastrointestinal tract. This community is highly diverse, but how microbial diversity confers resistance or susceptibility to intestinal pathogens is poorly understood. Using transplantation of human microbiomes into several animal models
Susanne Naumann et al.
Nutrients, 11(6) (2019-06-28)
Dietary fibres are reported to interact with bile acids, preventing their reabsorption and promoting their excretion into the colon. We used a method based on in vitro digestion, dialysis, and kinetic analysis to investigate how dietary fibre enriched food ingredients
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