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Key Documents

G7132

Sigma-Aldrich

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:
Molecular Weight:
487.60 (anhydrous basis)
Beilstein:
3854517
EC Number:
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

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.)

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).

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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Micelle formation and testosterone solubilization by sodium glycocholate.
L Martis et al.
Journal of pharmaceutical sciences, 61(11), 1757-1761 (1972-11-01)
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
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
Ferenc Zsila et al.
International journal of biological macromolecules, 129, 50-60 (2019-02-05)
The human antimicrobial and immunomodulatory peptide LL-37 is ubiquitously expressed and secreted by epithelial cells of mucosal surfaces including the gastrointestinal tract, the primary absorption site of orally administered drugs and food components. Besides antimicrobial properties, LL-37 also contributes to

Articles

The liver excretes excess cholesterol in the form of bile acids. Bile acids serve two purposes: to remove unwanted cholesterol from the body and to aid in lipid digestion in the intestine.

Today, diverse studies report the benefits of probiotics, such as inhibitory effects on pathogens, aid in the management or prevention of chronic intestinal inflammatory diseases or atopic syndromes, and support to the immune system. Potential beneficial applications abound, researchers continue to evaluate the effictiveness and clarify the mechanisms of action of probiotics.

Protocols

To standardize a procedure for the determination of the enzymatic assay of choloylglycine hydrolase.

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