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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:
6009-98-9
Molecular Weight:
521.69
Beilstein:
3901205
MDL number:
MFCD00036745
UNSPSC Code:
41141802
PubChem Substance ID:
24900362
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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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
Rohit Kohli et al.
Endocrinology, 154(7), 2341-2351 (2013-04-18)
Bariatric surgery elevates serum bile acids. Conjugated bile acid administration, such as tauroursodeoxycholic acid (TUDCA), improves insulin sensitivity, whereas short-circuiting bile acid circulation through ileal interposition surgery in rats raises TUDCA levels. We hypothesized that bariatric surgery outcomes could be
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
Colin N Young et al.
The Journal of clinical investigation, 122(11), 3960-3964 (2012-10-16)
Although endoplasmic reticulum (ER) stress is a pathologic mechanism in a variety of chronic diseases, it is unclear what role it plays in chronic hypertension (HTN). Dysregulation of brain mechanisms controlling arterial pressure is strongly implicated in HTN, particularly in
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
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Articles

Probiotics and Human Health

probiotics-and-human

Protocols

Fast and Robust HPLC Separation of Bile Acids and Conjugates with Ascentis Express C18

This method is particularly useful in research into the role of individual bile acids as signaling molecules; suitable for clinical laboratories to investigate potential mechanisms linked to gut hormone profiles and glycemic control.

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