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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:
16564-43-5
Molecular Weight:
471.61
Beilstein:
3847290
MDL number:
MFCD00036743
UNSPSC Code:
12161900
PubChem Substance ID:
24895023
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.

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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N L Heredia et al.
FEMS microbiology letters, 68(1), 15-21 (1991-11-01)
The effect of human bile juice and bile salts (sodium cholate, sodium taurocholate, sodium glycochenodeoxycholate and sodium chenodeoxycholate) on growth, sporulation and enterotoxin production by enterotoxin-positive and enterotoxin-negative strains of Clostridium perfringens was determined. Each bile salt inhibited growth to
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
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 -->
Reid L Wilson et al.
Tissue engineering. Part C, Methods, 27(1), 12-23 (2020-12-19)
Stem cell-derived, organotypic in vitro models, known as organoids, have emerged as superior alternatives to traditional cell culture models due to their unparalleled ability to recreate complex physiological and pathophysiological processes. For this reason, they are attractive targets of tissue-engineering
Hanno Ehlken et al.
PloS one, 6(10), e25942-e25942 (2011-10-25)
Mice lacking the Abc4 protein encoded by the multidrug resistance-2 gene (Mdr2(-/-)) develop chronic periductular inflammation and cholestatic liver disease resulting in the development of hepatocellular carcinoma (HCC). Inhibition of NF-κB by expression of an IκBα super-repressor (IκBαSR) transgene in
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