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Key Documents

G0759

Sigma-Aldrich

Sodium glycochenodeoxycholate

Synonym(s):

3α,7α-Dihydroxy-5β-cholanoic acid N-(carboxymethyl)amide sodium salt, Glycochenodeoxycholic acid sodium salt, N-(3α,7α-Dihydroxy-24-oxocholan-24-yl)glycine sodium salt

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About This Item

Empirical Formula (Hill Notation):
C26H42NNaO5
CAS Number:
Molecular Weight:
471.61
Beilstein:
3847290
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

description

anionic

form

powder

mol wt

471.61 g/mol

technique(s)

HPLC: suitable
protein quantification: suitable

functional group

sulfonic acid

shipped in

ambient

storage temp.

room temp

SMILES string

[Na+].C[C@H](CCC(=O)NCC([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]3CC[C@]12C

InChI

1S/C26H43NO5.Na/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29;/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32);/q;+1/p-1/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-;/m1./s1

InChI key

AAYACJGHNRIFCT-YRJJIGPTSA-M

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General description

Glycochenodeoxycholate (GCDC) is a toxic hydrophobic bile salt.

Application

Sodium glycochenodeoxycholate has been used as an additive in de Man, Rogosa and Sharpe (MRS) agar for bile acid deconjugation to determine the capacity of the strains to deconjugate specific bile acids.
Sodium glycochenodeoxycholate has been used in a study to assess the repair of DNA damage induced by bile salts. It has also been used in a study to investigate enterotoxin production by Clostridium perfringens type A in the presence of human bile salts.

Biochem/physiol Actions

Glycochenodeoxycholate (GCDC) can induce hepatocyte apoptosis that is partially mediated by Fas.

replaced by

Product No.
Description
Pricing

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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Ana I Prieto et al.
Genetics, 174(2), 575-584 (2006-08-05)
Exposure of Salmonella enterica to sodium cholate, sodium deoxycholate, sodium chenodeoxycholate, sodium glycocholate, sodium taurocholate, or sodium glycochenodeoxycholate induces the SOS response, indicating that the DNA-damaging activity of bile resides in bile salts. Bile increases the frequency of GC -->
Hui Wang et al.
Journal of cellular physiology, 235(2), 1615-1623 (2019-07-28)
The incidence of gallbladder cancer (GBC) is relatively rare but a high degree of malignancy. The migration and invasion potential of GBC severely affects the prognosis of patients with GBC. Glycochenodeoxycholate (GCDC) is one of the most important components in
Robert L Atmar et al.
The Journal of infectious diseases, 221(5), 739-743 (2019-10-16)
The development of an in vitro cultivation system for human noroviruses allows the measurement of neutralizing antibody levels. Serum neutralizing antibody levels were determined using a GII.4/Sydney/2012-like virus in human intestinal enteroids in samples collected before and 4 weeks after
Lin Lin et al.
American journal of translational research, 11(6), 3365-3374 (2019-07-18)
Human noroviruses (HuNoVs) are a major cause of epidemic and sporadic cases of acute gastroenteritis worldwide. Recently, human intestinal enteroids (HIEs) have been shown to support the replication of HuNoVs, and be an excellent model to study HuNoV-host interactions. We
Jiye Li et al.
Cell & bioscience, 10, 43-43 (2020-03-25)
Induction of biliary epithelial cell apoptosis by toxic bile acids is involved in the development of cholestatic disease, but the underlying molecular mechanism is not clear. The purpose of this study was to investigate the molecular mechanisms involved in Sirt6

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