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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/REAXYS Number:
2955826
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

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. [1] 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. [2]

Biochem/physiol Actions

Bile Acid

related product

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves


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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
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
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
Jacqueline M Major et al.
The Journal of nutrition, 144(5), 729-733 (2014-03-14)
Vitamin E (α-tocopherol) plays a key role in the regulation of cell growth and differentiation and has been studied as a potential chemopreventive agent for prostate cancer. The association of serum vitamin E concentrations with cancer risk may be modified
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

Investigate bile acid roles in gut hormone profiles and glycemic control, vital for clinical labs exploring potential mechanisms.

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.

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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