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Key Documents

G2878

Sigma-Aldrich

Glycocholic acid hydrate

synthetic, ≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C26H43NO6 · xH2O
CAS Number:
Molecular Weight:
465.62 (anhydrous basis)
Beilstein:
2955826
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

description

anionic

Assay

≥97% (HPLC)

form

powder

mol wt

average mol wt 1000

aggregation number

2.1

technique(s)

enzyme immunoassay: suitable

CMC

7.1

functional group

amide

shipped in

ambient

storage temp.

room temp

SMILES string

O.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]3C[C@H](O)[C@]12C

InChI

1S/C26H43NO6.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/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;/m1./s1

InChI key

WDKPRHOCWKLQPK-ZUHYDKSRSA-N

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Application

Glycocholic acid hydrate has been used in a study to assess the invasiveness of Cryptosporidium spp. Into cultured cells. It has also been used in a study to investigate the interaction of chitosan and oil-in-water emulsions under conditions simulating the digestive system.

Biochem/physiol Actions

Bile Acid

related product

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Examination of the Interaction of Chitosan and Oil-in-Water Emulsions Under Conditions Simulating the Digestive System Using Confocal Microscopy
Helgason, T., et al.
Journal of Aquatic Food Product Technology, 17, 216-233 (2008)
Konstantin Kazankov et al.
Hepatology (Baltimore, Md.), 60(2), 521-530 (2014-03-14)
Macrophages are involved in inflammation and liver fibrosis and soluble (s)CD163 is a specific marker of activated macrophages. We investigated associations between sCD163 and biochemical and histological parameters of inflammatory activity and fibrosis in 551 patients with chronic hepatitis C
Yazhou He et al.
PloS one, 9(3), e91202-e91202 (2014-03-14)
Association between the single nucleotide polymorphism rs3218536 (known as Arg188His) located in the X-ray repair cross complementing group 2 (XRCC2) gene and cancer susceptibility has been widely investigated. However, results thus far have remained controversial. A meta-analysis was performed to
Raj S Bhopal et al.
The lancet. Diabetes & endocrinology, 2(3), 218-227 (2014-03-14)
The susceptibility to type 2 diabetes of people of south Asian descent is established, but there is little trial-based evidence for interventions to tackle this problem. We assessed a weight control and physical activity intervention in south Asian individuals in
Emanuel Christ et al.
The lancet. Diabetes & endocrinology, 1(2), 115-122 (2014-03-14)
Small benign insulinomas are hard to localise, leading to difficulties in planning of surgical interventions. We aimed to prospectively assess the insulinoma detection rate of single-photon emission CT in combination with CT (SPECT/CT) with a glucagon-like peptide-1 receptor avid radiotracer

Protocols

This method is particularly useful in research into the role of individual bile acids as signaling molecules; suitable for clinical laboratories to investigate potential mechanisms linked to gut hormone profiles and glycemic control.

Related Content

Bile Acids (BA) are synthesized in the liver and play important roles in cholesterol homeostasis, absorption of vitamins and lipids, and various key metabolic processes.

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