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T4009

Sigma-Aldrich

Taurocholic acid sodium salt hydrate

≥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:
345909-26-4
Molecular Weight:
537.68 (anhydrous basis)
EC Number:
205-653-7
MDL number:
MFCD00150819
UNSPSC Code:
12161900
PubChem Substance ID:
24900186
NACRES:
NA.25

biological source

synthetic (organic)

description

anionic

Assay

≥95% (HPLC)

form

powder

mol wt

micellar avg mol wt 2100

aggregation number

4

CMC

3-11 mM (20-25°C)

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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General description

Taurocholic acid sodium salt hydrate is a bile acid with detergent capabilities.

Application

Taurocholic acid sodium salt hydrate has been used in a study to assess the adsorption of bile acids and salts to vegetable fibrous tissue. It has also been used in a study to investigate a method for determination of conjugated and unconjugated bile salts in serum and jejunal fluid.
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.

Preparation Note

Synthesized from cholic acid

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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Studies on the adsorption of bile salts to non-absorbed components of diet.
M A Eastwood et al.
Biochimica et biophysica acta, 152(1), 165-173 (1968-01-10)
Studies on the Antibacterial Properties of the Bile Acids and some Compounds Derived from Cholanic Acid
M. Stacey and M. Webb
Proc. Royal Soc. Lond. B., 134, 523-523 (1947)
Theresa D Ho et al.
Infection and immunity, 82(6), 2345-2355 (2014-03-26)
Clostridium difficile is a clinically important pathogen and the most common cause of hospital-acquired infectious diarrhea. Expression of the C. difficile gene csfV, which encodes σ(V), an extracytoplasmic function σ factor, is induced by lysozyme, which damages the peptidoglycan of
A Tangerman et al.
Clinica chimica acta; international journal of clinical chemistry, 159(2), 123-132 (1986-09-15)
A reliable method is described for the determination of conjugated and unconjugated bile acids in serum and jejunal fluid. Bile acids are extracted using reverse-phase octadecylsilane bonded silica cartridges and are separated into their unconjugated and conjugated fractions using the
Joseph J Orsini et al.
Clinica chimica acta; international journal of clinical chemistry, 413(15-16), 1270-1273 (2012-05-03)
We sought to modify a previously published tandem mass spectrometry method of screening for 5 lysosomal storage disorders (LSDs) in order to make it better suited for high-throughput newborn screening. Two 3-mm dried blood spot (DBS) punches were incubated, each
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