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Merck

G0759

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
UNSPSC Code:
12161900
NACRES:
NA.25
PubChem Substance ID:
24895023
MDL number:
MFCD00036743
Beilstein/REAXYS Number:
3847290

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

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 key

AAYACJGHNRIFCT-YRJJIGPTSA-M

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

Quality Level

200

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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.

General description

Glycochenodeoxycholate (GCDC) is a toxic hydrophobic bile salt.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000519594
0000519594
0000507811
0000507811
0000450943

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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 -->
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
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
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
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
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