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Key Documents

T9034

Sigma-Aldrich

Taurocholic acid sodium salt hydrate

BioXtra, ≥95% (HPLC)

Synonym(s):

2-[(3α,7α,12α-Trihydroxy-24-oxo-5β-cholan-24-yl)amino]ethanesulfonic acid, 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid N-(2-sulfoethyl)amide, Sodium taurocholate hydrate

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About This Item

Empirical Formula (Hill Notation):
C26H44NNaO7S · xH2O
CAS Number:
Molecular Weight:
537.68 (anhydrous basis)
EC Number:
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

description

anionic

product line

BioXtra

Assay

≥95% (HPLC)

form

powder

mol wt

micellar avg mol wt 2100

aggregation number

4

impurities

≤0.005% Phosphorus (P)
≤0.1% Insoluble matter

CMC

3-11 mM (20-25°C)

solubility

H2O: 0.2 M, clear, colorless to faintly yellow

anion traces

chloride (Cl-): ≤0.05%
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+: ≤0.1%
Pb: ≤0.001%
Zn: ≤0.0005%

application(s)

detection

functional group

sulfonic acid

shipped in

ambient

storage temp.

room temp

SMILES string

[Na+].[H]O[H].[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@H](CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(=O)NCCS([O-])(=O)=O

InChI

1S/C26H45NO7S.Na.H2O/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29;;/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34);;1H2/q;+1;/p-1/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-;;/m1../s1

InChI key

RDAJAQDLEFHVNR-NEMAEHQESA-M

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Application

Taurocholic acid, a bile acid, may be used in studies of the physiological effects of bile salts on intestinal function and bacterial flora development.
Anionic detergent used for protein solubilization.

Biochem/physiol Actions

Non-sulfated bile salt, physiological transport substrate for the bile salt export pump/sister of Pgp (BSEP/spgp), Na(+)/taurocholate cotransporter (NTCP) and MRP3 into the hepatic carnalicular.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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M-K Choi et al.
Xenobiotica; the fate of foreign compounds in biological systems, 39(2), 171-181 (2009-03-04)
1. The purpose of this study was to investigate the involvement of rat Mrp2 and human MRP2 in benzylpenicillin transport using canalicular liver plasma membrane (cLPM) vesicles isolated from Sprague-Dawley or Easai hyperbilirubinemic (EHBR) rats, and MDCKII cells overexpressing MRP2.
Xin Chen et al.
American journal of physiology. Gastrointestinal and liver physiology, 303(2), G199-G208 (2012-05-12)
Reflux of acid and bile acids contributes to epithelial tissue injury in gastro-esophageal reflux disease. However, the influence of refluxed material on human esophageal stratified epithelial barrier function and tight junction (TJ) proteins has not been fully elucidated. Here, we
Y Sai et al.
Journal of cell science, 112 ( Pt 24), 4535-4545 (1999-11-27)
The bile canalicular membrane contains several ATP-dependent transporters that are involved in biliary secretion. Canalicular transporters are synthesized in ER, modified in Golgi and transported to the apical plasma membrane. However, the route and regulation of intracellular trafficking of ATP-dependent
Mehmet Ali Kosekli et al.
Revista da Associacao Medica Brasileira (1992), 65(2), 204-210 (2019-03-21)
The effects of Certolizumab, a pegylated monoclonal antibody to tumor necrosis factor α, on experimentally induced acute pancreatitis (AP) were examined. Thirty-six Wistar Albino male rats were randomly divided into four groups. Group I was the control group and no
Michael D Aleo et al.
Journal of applied toxicology : JAT, 39(8), 1192-1207 (2019-05-28)
Marketed (bosentan, ambrisentan) and discontinued (sitaxsentan, CI-1034) endothelin receptor antagonists were examined in the human micropatterned hepatocyte co-culture (MPCC) model HepatoPac® . Differences across hepatocellular health (cellular adenosine triphosphate/glutathione content), function (urea production/albumin secretion) and taurocholic acid transport (biliary clearance/excretion

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