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Merck

G7132

Sodium glycocholate hydrate

≥95% (TLC)

Synonym(s):

3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid N-(carboxymethyl)amide sodium salt, Glycocholic acid sodium salt hydrate, N-(3α,7α,12α-Trihydroxy-24-oxocholan-24-yl)glycine sodium salt, N-Cholylglycine sodium salt

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About This Item

Linear Formula:
C26H42NO6Na · xH2O
CAS Number:
338950-81-5
Molecular Weight:
487.60 (anhydrous basis)
UNSPSC Code:
12161900
NACRES:
NA.25
PubChem Substance ID:
24895292
EC Number:
212-730-9
Beilstein/REAXYS Number:
3854517
MDL number:
MFCD09037360

Product Name

Sodium glycocholate hydrate, ≥95% (TLC)

InChI key

YWROUPFMHKARON-HJRQWJHVSA-M

InChI

1S/C26H43NO6.Na.H2O/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29;;/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33);;1H2/q;+1;/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;;/m1../s1

SMILES string

[Na+].[H]O[H].[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@H](CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC([O-])=O

description

anionic

assay

≥95% (TLC)

mol wt

micellar avg mol wt 900(lit.)

aggregation number

1.9

CMC

13 mM (20-25°C)(lit.)

mp

210-215 °C (subl.) (lit.)

Quality Level

200

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Application

Sodium glycocholate hydrate has been used in a study to assess serum total bile acids via a fluorimetric and enzymatic method. It has also been used in a study to investigate its effect on micelle formation and solubilization of testosterone.

Biochem/physiol Actions

Bile Salt

General description

Sodium glycocholate hydrate is a conjugated bile salt and an ionic biologic detergent.

Preparation Note

This product is synthetically prepared from naturally occuring cholic acid (Product No. C1129).

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
0000524017
0000522150
0000522153
0000522153
0000522150

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Micelle formation and testosterone solubilization by sodium glycocholate.
L Martis et al.
Journal of pharmaceutical sciences, 61(11), 1757-1761 (1972-11-01)
Monalisa Mohapatra et al.
Langmuir : the ACS journal of surfaces and colloids, 27(22), 13461-13467 (2011-10-07)
The interaction of submicellar concentrations of various physiologically important unconjugated [sodium deoxycholate (NaDC), sodium cholate (NaC)] and conjugated [sodium glycodeoxycholate (NaGDC), sodium glycocholate (NaGC), sodium taurodeoxycholate (NaTDC), sodium taurocholate (NaTC)] bile salts with dipalmitoylphosphatidylcholine (DPPC) and dimyristoylphosphatidylcholine (DMPC) small unilamellar
Mari Araki et al.
Journal of biochemistry, 160(5), 269-279 (2016-11-02)
DDHD2 has been reported to exhibit phospholipase A
Feilong Sun et al.
Colloids and surfaces. B, Biointerfaces, 170, 521-528 (2018-07-04)
Poorly soluble vitamin K cannot be absorbed by patients suffering from cholestasis due to extremely low level of bile salts in the intestine. A formulation of vitamin K including glycocholic acid (i.e. Konakion® MM), does not increase bioavailability because it
Enrique Joffre et al.
Scientific reports, 9(1), 108-108 (2019-01-16)
Pathogenic bacteria use specific host factors to modulate virulence and stress responses during infection. We found previously that the host factor bile and the bile component glyco-conjugated cholate (NaGCH, sodium glycocholate) upregulate the colonization factor CS5 in enterotoxigenic Escherichia coli
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