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T7515

Sigma-Aldrich

Sodium taurolithocholate

Synonym(s):

3α-Hydroxy-5β-cholan-24-oic acid N-(2-sulfoethyl)amide, Taurolithocholic acid sodium salt

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About This Item

Linear Formula:
C26H44NO5SNa
CAS Number:
Molecular Weight:
505.69
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

description

anionic

Assay

≥97.0% (TLC)

mol wt

505.69 g/mol

application(s)

detection

SMILES string

C[C@H](CCC(NCCS(=O)(O)=O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C.[Na]

InChI

1S/C26H45NO5S.Na.H/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3;;/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32);;/t17-,18-,19-,20+,21-,22+,23+,25+,26-;;/m1../s1

InChI key

CMXYYIRKQPXCIE-RLHFEMFKSA-N

General description

Sodium taurolithocholate is a bile salt with detergent qualities that give it the ability to solubilize insoluble lipids.

Application

Sodium taurolithocholate has been used in a study to assess factors controlling the gastrointestinal adsorption of petroleum hydrocarbon residues. It has also been used in a study to investigate the decrease in activity of Na+, K+-adenosinetriphosphatase (Na+, K+-ATPase) in rats where cholestasis had been induced.

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)

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David M Booth et al.
Gastroenterology, 140(7), 2116-2125 (2011-03-01)
Oxidative stress is implicated in the pathogenesis of pancreatitis, but clinical trials of antioxidants have produced conflicting results. We examined the role of intracellular reactive oxygen species (ROS) in pancreatic acinar cell injury. Freshly isolated murine and human pancreatic acinar
Gerald U Denk et al.
Hepatology (Baltimore, Md.), 52(5), 1758-1768 (2010-11-03)
NorUDCA (24-norursodeoxycholic acid), the C₂₃-homolog of ursodeoxycholic acid (UDCA), showed remarkable therapeutic effects in cholestatic Mdr2 (Abcb4) (multidrug resistance protein 2/ATP-binding cassette b4) knockout mice with sclerosing/fibrosing cholangitis. In contrast to UDCA, norUDCA is inefficiently conjugated in human and rodent
Solubility of bile salts.
D M Small et al.
Nature, 221(5177), 265-267 (1969-01-18)
Christopher M Schonhoff et al.
Hepatology (Baltimore, Md.), 58(1), 284-292 (2013-02-21)
Taurolithocholate (TLC) acutely inhibits the biliary excretion of multidrug-resistant associated protein 2 (Mrp2) substrates by inducing Mrp2 retrieval from the canalicular membrane, whereas cyclic adenosine monophosphate (cAMP) increases plasma membrane (PM)-MRP2. The effect of TLC may be mediated via protein
Which way to die: the regulation of acinar cell death in pancreatitis by mitochondria, calcium, and reactive oxygen species.
Anna S Gukovskaya et al.
Gastroenterology, 140(7), 1876-1880 (2011-04-29)

Protocols

Investigate bile acid roles in gut hormone profiles and glycemic control, vital for clinical labs exploring potential mechanisms.

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