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Merck
CN

360512

Glycocholic Acid, Sodium Salt

Formed by the conjugation of cholic acid with glycine. Aggregation number: 2.1.

Synonym(s):

Glycocholic Acid, Sodium Salt, GAS, Sodium cholylglycinate

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About This Item

CAS Number:
863-57-0
MDL number:
MFCD00669624
UNSPSC Code:
12352106
NACRES:
NA.21

Key Documents

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Product Name

Glycocholic Acid, Sodium Salt, Formed by the conjugation of cholic acid with glycine. Aggregation number: 2.1.

SMILES string

[Na+].N(CC(=O)[O-])C(=O)CCC(C1C2(C(C3C(C4(C(CC3O)CC(CC4)O)C)CC2O)CC1)C)C

InChI

1S/C26H43NO6.Na/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);/q;+1/p-1

InChI key

OABYVIYXWMZFFJ-UHFFFAOYSA-M

description

Merck USA index - 14, 4494

assay

100.1% dry basis (titration)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

aggregation number

2.1

color

white to off-white

pKa 

3.8

CMC

7.1 mM

solubility

water: 200 mg/mL
ethanol: soluble

shipped in

ambient

storage temp.

15-25°C

Quality Level

100

Related Categories

Application

Glycocholic Acid, Sodium Salt- is suitable for use:

  • as a component in the sodium phosphate/NaCl (phosphate buffer saline-PBS) buffer to prepare protein samples
  • in the preparation of fluorescently labeled mixed micelles to investigate the uptake by and transport through Caco-2 cells of two mixed micelle formulations of vitamin K
  • to prepare mixed micelle solutions to encapsulate a lipid-soluble drug (vitamin K1) to analyze its influence on the quality and stability of the mixed micelle systems

Biochem/physiol Actions

Glycocholic acid (GCA) is involved in the emulsification of fats. Glycocholic acid sodium (GAS) salt is one of the important cholic acid salts in the pharmaceutical industry used to prepare mixed micelles (MMs).

Disclaimer

Toxicity: Standard Handling (A)

General description

Formed by the conjugation of cholic acid with glycine. Aggregation number: 2.1.
Glycocholic acid (GCA) is a crystalline secondary bile acid. It is a conjugate of cholic acid and glycine. The microbiota produces GCA in the small intestine by the catalysis of enzymes. Glycocholic Acid, Sodium Salt, an anionic surfactant with a steroidal backbone is soluble in water.Formed by the conjugation of cholic acid with glycine (aggregation number: 2.1; CMC: 7.1 mM; pKa: 3.8).

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Tao Wang et al.
Food science & nutrition, 7(11), 3675-3680 (2019-11-26)
Classical mixed micelle systems make excellent parenteral drug carriers for lipophilic or poorly soluble drugs, but many formulations details are not fully understood and need further study. Thus, we constructed mixed micelle systems with lecithin and either glycocholic acid sodium
Cheng Guo et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1072, 315-319 (2017-12-05)
A rapid, accurate and sensitive stable isotope dilution ultra performance liquidchromatography electrospray ionization tandem mass spectrometry (ID-UPLC-ESI-MS/MS) method for the determination of glycocholic acid (GCA) in human serum was developed and validated. Serum samples were spiked with D5-glycocholic acid and
Feilong Sun et al.
Molecular pharmaceutics, 15(9), 3786-3795 (2018-08-01)
The aim of the study is to investigate the uptake by and transport through Caco-2 cells of two mixed micelle formulations (based on egg phosphatidylcholine and glycocholic acid) of vitamin K, i.e., with and without DSPE-PEG2000. The uptake of vitamin
A Braun et al.
Pharmaceutical research, 14(10), 1472-1478 (1997-11-14)
During long-term treatment of various malignant or viral diseases with IFN-alpha up to 20% of patients develop anti-IFN-alpha antibodies for as yet unknown reasons. To address this issue, a mouse model using Balb/C mice was established and the relevance of

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