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Deoxycholic acid sodium salt (Sodium deoxycholate)

Katalog-Nr.GC33768

DesoxycholsÄure-Natriumsalz (Natriumdesoxycholat) (Natriumdesoxycholat), eine GallensÄure, ist ein Nebenprodukt des Darmstoffwechsels, das den G-Protein-gekoppelten GallensÄurerezeptor TGR5 aktiviert.

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Deoxycholic acid sodium salt (Sodium deoxycholate) Chemische Struktur

Cas No.: 302-95-4

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Sample solution is provided at 25 µL, 10mM.

Description of Deoxycholic acid sodium salt (Sodium deoxycholate)

Deoxycholic acid sodium salt (Sodium deoxycholate) is a bile acid that is a byproduct of intestinal metabolism and can activate the G protein-coupled bile acid receptor TGR5[1].

Deoxycholic acid sodium salt (Sodium deoxycholate) (100μM) induced the gastric cancer cell line MGC803 to produce cells resistant to acidified bile acids and enhanced its survival and proliferation activity under bile acid stress[1]. Deoxycholic acid sodium salt (Sodium deoxycholate) (50μM; 5min) inhibited PTPase activity in hepatocytes, thereby activating EGFR and MAPK pathways[2]. Deoxycholic acid sodium salt (Sodium deoxycholate) (50-150μM) significantly inhibited wound closure of cultured epithelial monolayer cells and attenuated cell migration in the Boyden chamber assay[3]. Deoxycholic acid sodium salt (Sodium deoxycholate) (0-300μM; 15h) reduced the gene expression of multiple pathways related to Caco-2 cell junctions (tight junctions, focal adhesions, gap junctions and adherens junction pathways) and increased permeability in a human intestinal barrier model [4]. Deoxycholic acid sodium salt (Sodium deoxycholate) (0-200μM; 24h) dose-dependently induced NLRP3 inflammasome activation and production of the highly proinflammatory cytokine IL-1β in macrophages [5].

Enema of Deoxycholic acid sodium salt (Sodium deoxycholate) (4mM in 1ml PBS; 7 days) resulted in a significant decrease in body weight and shortened colon length in mice, and a significant increase in fecal blood scores and MPO activity [5]. Deoxycholic acid sodium salt (Sodium deoxycholate) (20-300mg/kg; 10h) increased the nuclear damage induced by 1,2-dimethylhydrazine (DMH) in colonocytes in C57BL/6J mice [6].

References:
[1].Wang X, Sun L, Wang X, et al. Acidified bile acids enhance tumor progression and telomerase activity of gastric cancer in mice dependent on c‐Myc expression[J]. Cancer Medicine, 2017, 6(4): 788-797.
[2].Qiao L, Studer E, Leach K, et al. Deoxycholic acid (DCA) causes ligand-independent activation of epidermal growth factor receptor (EGFR) and FAS receptor in primary hepatocytes: inhibition of EGFR/mitogen-activated protein kinase-signaling module enhances DCA-induced apoptosis[J]. Molecular biology of the cell, 2001, 12(9): 2629-2645.
[3]. Mroz M S, Lajczak N K, Goggins B J, et al. The bile acids, deoxycholic acid and ursodeoxycholic acid, regulate colonic epithelial wound healing[J]. American Journal of Physiology-Gastrointestinal and Liver Physiology, 2018, 314(3): G378-G387.
[4]. Zeng H, Safratowich B D, Cheng W H, et al. Deoxycholic acid modulates cell-junction gene expression and increases intestinal barrier dysfunction[J]. Molecules, 2022, 27(3): 723.
[5]. Zhao S, Gong Z, Zhou J, et al. Deoxycholic acid triggers NLRP3 inflammasome activation and aggravates DSS-induced colitis in mice[J]. Frontiers in Immunology, 2016, 7: 536.
[6]. Suzuki K, Bruce W R. Increase by deoxycholic acid of the colonic nuclear damage induced by known carcinogens in C57BL/6J mice[J]. Journal of the National Cancer Institute, 1986, 76(6): 1129-1132.

Protocol of Deoxycholic acid sodium salt (Sodium deoxycholate)

Cell experiment [1]:

Cell lines

SW480 and LoV2 cell

Preparation Method

Serum-starved cells were incubated with Deoxycholic acid sodium salt (Sodium deoxycholate) (5-100μM) for 30-120min.

Reaction Conditions

5-100μM; 30-120min

Applications

Low concentrations of Deoxycholic acid sodium salt (Sodium deoxycholate) (5-50μM) significantly increase tyrosine phosphorylation of β-catenin, induce urokinase-type plasminogen activator, uPAR, and cyclin D1 expression and enhance colon cancer cell proliferation and invasiveness.
Animal experiment [2]:

Animal models

Acute colitis modle

Preparation Method

Acute colitis was induced in C57BL/6 mice using 2.5% DSS dissolved in drinking water with free access to water for 7 consecutive days. Animals in the DSS-treated group were randomly divided into two groups and received PBS, 4mM Deoxycholic acid sodium salt (Sodium deoxycholate) (in PBS, 0.1ml) enema for 7 consecutive days starting from the first day of DSS treatment.

Dosage form

4mM in 0.1ml PBS; 7 days; enema.

Applications

Addition of 4 mM Deoxycholic acid sodium salt (Sodium deoxycholate) enema resulted in a significant decrease in body weight and shortened colon length, and a significant increase in fecal blood scores and MPO activity in mice.

References:
[1]. Pai R, Tarnawski A S, Tran T. Deoxycholic acid activates β-catenin signaling pathway and increases colon cell cancer growth and invasiveness[J]. Molecular biology of the cell, 2004, 15(5): 2156-2163.
[2]. Zhao S, Gong Z, Zhou J, et al. Deoxycholic acid triggers NLRP3 inflammasome activation and aggravates DSS-induced colitis in mice[J]. Frontiers in Immunology, 2016, 7: 536.

Chemical Properties of Deoxycholic acid sodium salt (Sodium deoxycholate)

Cas No. 302-95-4 SDF
Canonical SMILES C[C@@]1([C@@]2([H])[C@H](C)CCC([O-])=O)[C@](CC2)([H])[C@@](CC[C@@]3([H])[C@@]4(CC[C@@H](O)C3)C)([H])[C@]4([H])C[C@@H]1O.[Na+]
Formula C24H39NaO4 M.Wt 414.55
Löslichkeit DMSO : 6 mg/mL (14.47 mM) Storage Store at 2-8°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Deoxycholic acid sodium salt (Sodium deoxycholate)

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.4123 mL 12.0613 mL 24.1225 mL
5 mM 0.4825 mL 2.4123 mL 4.8245 mL
10 mM 0.2412 mL 1.2061 mL 2.4123 mL
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