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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
Pricing and availability is not currently available.

description

anionic

Quality Level

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. [1]

Application

Sodium glycocholate hydrate has been used in a study to assess serum total bile acids via a fluorimetric and enzymatic method. [2] It has also been used in a study to investigate its effect on micelle formation and solubilization of testosterone. [3]

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

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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)
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
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
Robert Creutznacher et al.
Chembiochem : a European journal of chemical biology, 21(7), 1007-1021 (2019-10-24)
Bile acids have been reported as important cofactors promoting human and murine norovirus (NoV) infections in cell culture. The underlying mechanisms are not resolved. Through the use of chemical shift perturbation (CSP) NMR experiments, we identified a low-affinity bile acid

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Questions

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  1. 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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  2. 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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