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Key Documents

T6260

Sigma-Aldrich

Sodium taurochenodeoxycholate

Synonym(s):

2-([3α,7α-Dihydroxy-24-oxo-5β-cholan-24-yl]amino)ethanesulfonic acid sodium salt, 3α,7α-Dihydroxy-5β-cholan-24-oic acid N-(2-sulfoethyl)amide sodium salt, Taurochenodeoxycholic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C26H44NNaO6S
CAS Number:
Molecular Weight:
521.69
Beilstein:
3901205
MDL number:
UNSPSC Code:
41141802
PubChem Substance ID:
NACRES:
NA.25

description

anionic

Assay

≥95.0% (TLC)

form

powder

mol wt

521.69 g/mol

CMC

4

HLB

20.1

functional group

sulfonic acid

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12[C@]([C@](CC[C@@H](O)C3)(C)[C@]3([H])C[C@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCC(NCCS(=O)([O-])=O)=O.[Na+]

InChI

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

InChI key

IYPNVUSIMGAJFC-ULWOGUKGSA-M

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General description

An ionic detergent used for solubilizing lipids and proteins.
Sodium taurochenodeoxycholate is a bile acid that can be used as an anionic detergent.

Application

Sodium taurochenodeoxycholate has been used in a study to assess whether pancreatic β-cells contribute to BA-dependent regulation of glucose. It has also been used in a study to investigate short-term feedback regulation of sodium taurocholate cotransporting polypeptide (Ntcp) by bile salts in vivo.

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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B I Cohen et al.
Journal of lipid research, 18(2), 223-231 (1977-03-01)
Sterol metabolism studies using a combination of isotopic and chromatographic procedures were carried out in rats fed either a low-cholesterol stock diet or a stock diet containing 0.1% cholesterol. The primary bile acids, sodium taurochenodeoxycholate and sodium taurocholate, were added
Kalaimathi Govindarajan et al.
PloS one, 11(12), e0167319-e0167319 (2016-12-03)
Disruptions to circadian rhythm in mice and humans have been associated with an increased risk of obesity and metabolic syndrome. The gut microbiota is known to be essential for the maintenance of circadian rhythm in the host suggesting a role
T M Zaved Waise et al.
Molecular metabolism, 44, 101132-101132 (2020-12-03)
The mechanism of nutrient sensing in the upper small intestine (USI) and ileum that regulates glucose homeostasis remains elusive. Short-term high-fat (HF) feeding increases taurochenodeoxycholic acid (TCDCA; an agonist of farnesoid X receptor (FXR)) in the USI and ileum of
Noritaka Kawasaki et al.
Scientific reports, 2, 799-799 (2012-11-15)
Adipose tissue plays a central role in maintaining metabolic homeostasis under normal conditions. Metabolic diseases such as obesity and type 2 diabetes are often accompanied by chronic inflammation and adipose tissue dysfunction. In this study, we observed that endoplasmic reticulum
M B Jiménez-Castro et al.
American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 12(12), 3257-3271 (2012-09-22)
Numerous steatotic livers are discarded for transplantation because of their poor tolerance to ischemia-reperfusion (I/R). We examined whether tauroursodeoxycholic acid (TUDCA), a known inhibitor of endoplasmic reticulum (ER) stress, protects steatotic and nonsteatotic liver grafts preserved during 6 h in

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Protocols

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

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Bile Acids (BA) are synthesized in the liver and play important roles in cholesterol homeostasis, absorption of vitamins and lipids, and various key metabolic processes.

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