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G7132

Sigma-Aldrich

Sodium glycocholate hydrate

≥95% (TLC)

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

description

anionic

Quality Level

200

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.)

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

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

InChI key

YWROUPFMHKARON-HJRQWJHVSA-M

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General description

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

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

Preparation Note

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

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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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
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
Mari Araki et al.
Journal of biochemistry, 160(5), 269-279 (2016-11-02)
DDHD2 has been reported to exhibit phospholipase A
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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