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86339

Sigma-Aldrich

Sodium taurocholate hydrate

Sodium taurocholate hydrate

≥97.0% (TLC)

Synonym(s):

Taurocholic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C26H44NNaO7S · xH2O
CAS Number:
Molecular Weight:
537.68 (anhydrous basis)
Beilstein:
3901620
EC Number:
MDL number:
UNSPSC Code:
12161902
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

ox bile
synthetic

Quality Level

description

anionic

Assay

≥97.0% (TLC)

form

powder

optical activity

[α]20/D +23±1°, c = 3% in H2O (dry matter)

mol wt

537.68 g/mol (anhydrous basis)

impurities

≤1% taurine
≤2% cholic acid

solubility

H2O: 50 mg/mL, clear

functional group

sulfonic acid

SMILES string

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

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

Sodium taurocholate hydrate was used as an emulsifier in in situ preparation of digestive enzymes.[1]

Biochem/physiol Actions

Taurocholic acid is the main end product of cholesterol catabolism. During enterohepatic circulation, bile taurocholic acid is converted by the microorganisms to taurodeoxycholic acid and deoxycholic acid.[2] These are reabsorbed by the liver via a carrier-mediated process and converted by liver enzymes to taurocholic acid.[2][3]

Preparation Note

Sodium taurocholate hydrate yields a clear, colorless solution in water at 50 mg/ml.

Other Notes

For the solubilization of unconjugated bilirubin[4]

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

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Effect of biliary drainage on individual reactions in the conversion of cholesterol to taurochlic acid. Bile acids and steroids 180.
H Danielsson et al.
European journal of biochemistry, 2(1), 44-49 (1967-07-01)
Extreme tolerance to environmental stress of sexual and parthenogenetic resting eggs of Eucypris virens (Crustacea, Ostracoda)
Vandekerkhove J et al
Freshwater Biology, 58, 237-247 (2013)
Andrea Martinez Aguirre et al.
PLoS pathogens, 17(10), e1010015-e1010015 (2021-10-20)
Clostridioides difficile infections occur upon ecological / metabolic disruptions to the normal colonic microbiota, commonly due to broad-spectrum antibiotic use. Metabolism of bile acids through a 7α-dehydroxylation pathway found in select members of the healthy microbiota is regarded to be
Caiming Xu et al.
Journal of cellular and molecular medicine, 25(4), 1851-1866 (2021-01-14)
Long non-coding RNAs (lncRNAs) contribute to disease pathogenesis and drug treatment effects. Both emodin and dexamethasone (DEX) have been used for treating severe acute pancreatitis-associated acute lung injury (SAP-ALI). However, lncRNA regulation networks related to SAP-ALI pathogenesis and drug treatment
L R Schwarz et al.
European journal of biochemistry, 55(3), 617-623 (1975-07-15)
Binding and transport characteristics for uptake of taurocholic acid by isolated rat liver cells were studied. 1. An adsorption of taurocholate to the cell surface is terminated in less than 15 s. A Ks of 0.55 mM and a total

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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