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Taurochenodeoxycholic acid (12-Deoxycholyltaurine)

Catalog No.: GC33825Purity:>99.00%Synonyms: Taurochenodeoxycholate, TCDCA
Taurochenodeoxycholic acid (12-Deoxycholyltaurine) is a taurine-conjugated bile acid.

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Taurochenodeoxycholic acid (12-Deoxycholyltaurine)
Cas No.: 516-35-8
10mM (in 1mL DMSO)In Stock
$26.00
1
25mgIn Stock
$24.00
1
50mgIn Stock
$36.00
1
100mgIn Stock
$52.00
1
200mgIn Stock
$74.00
1
500mgIn Stock
$126.00
1

Citations

1 publicationsPublications from researchers using this product

Description

Taurochenodeoxycholic acid (12-Deoxycholyltaurine) is a taurine-conjugated bile acid [1]. Taurochenodeoxycholic acid activates receptors such as FXR (farnesoid X receptor) and TGR5, regulating liver, intestinal and systemic metabolism [2-3]. Taurochenodeoxycholic acid is mainly studied in glucose metabolism, lipid metabolism, and inflammatory response [4].

In NR8383 cells, Taurochenodeoxycholic acid (1-100μM; 48h) treatment enhanced the apoptosis rate of cells [5]. In fibroblast-like synoviocytes, Taurochenodeoxycholic acid (50-400μg/mL; 48h) induces apoptosis of cells [6]. In SGC-7901 cells, aurochenodeoxycholic acid (0-100μg/mL; 12-48h) inhibits the proliferation and invasion of gastric cancer and induces its apoptosis [7].

In experimental autoimmune encephalomyelitis (EAE) mice model, Taurochenodeoxycholic acid (25mg/kg, 50mg/kg; po; 23d) administration could improve the nerve damage of EAE mice [8]. In Staphylococcus aureus-infected mice, Taurochenodeoxycholic acid (0.1μg/g; ip; 1h) reduced secretion levels of inflammatory mediators and lung injury in Staphylococcus aureus-infected mice via TLR2 [9].

References:
[1]. Uchida A, Yamada T, Hayakawa T, et al. Taurochenodeoxycholic acid ameliorates and ursodeoxycholic acid exacerbates small intestinal inflammation[J]. American Journal of Physiology-Gastrointestinal and Liver Physiology, 1997, 272(5): G1249-G1257.
[2]. Song G, Weng F, Zou B, et al. Potential therapeutic action of tauroursodeoxycholic acid against cholestatic liver injury via hepatic Fxr/Nrf2 and CHOP-DR5-caspase-8 pathway[J]. Clinical Science, 2023, 137(7): 561-577.
[3]. Qi Y, Shi L, Duan G, et al. Taurochenodeoxycholic acid increases cAMP content via specially interacting with bile acid receptor TGR5[J]. Molecules, 2021, 26(23): 7066.
[4]. Bao L, Hao D, Wang X, et al. Transcriptome investigation of anti‐inflammation and immuno‐regulation mechanism of taurochenodeoxycholic acid[J]. BMC Pharmacology and Toxicology, 2021, 22(1): 23.
[5]. Wang X, Zhang Z, He X, et al. Taurochenodeoxycholic acid induces NR8383 cells apoptosis via PKC/JNK-dependent pathway[J]. European Journal of Pharmacology, 2016, 786: 109-115.
[6]. Li L, Liu C, Liu M, et al. Taurochenodeoxycholic acid induces apoptosis of fibroblast-like synoviocytes[J]. European journal of pharmacology, 2013, 706(1-3): 36-40.
[7]. Zhang D, Zhu Y, Su Y, et al. Taurochenodeoxycholic acid inhibits the proliferation and invasion of gastric cancer and induces its apoptosis[J]. Journal of Food Biochemistry, 2022, 46(3): e13866.
[8]. Xu N, Bai Y, Han X, et al. Taurochenodeoxycholic acid reduces astrocytic neuroinflammation and alleviates experimental autoimmune encephalomyelitis in mice[J]. Immunobiology, 2023, 228(3): 152388.
[9]. Gong Z, Mao W, Ren P, et al. Taurochenodeoxycholic acid ameliorates the Staphylococcus aureus infection-induced acute lung injury through toll-like receptor 2 in mice[J]. International Immunopharmacology, 2024, 142: 113228.

Protocol

Cell experiment [1]:

Cell lines

NR8383 cells

Preparation Method

FITC Annexin V and Prodium Iodide (PI) binding was used to identify the existence of apoptosis. Cells were treated with different concentrations of Taurochenodeoxycholic acid (100μM, 10μM, 1μM) for 48h, while control NR8383 cells were incubated in DMEM alone.

Reaction Conditions

1-100μM; 48h

Applications

Taurochenodeoxycholic acid treatment enhanced the apoptosis rate of NR8383 cells.
Animal experiment [2]:

Animal models

Experimental autoimmune encephalomyelitis (EAE) mice model

Preparation Method

C57BL/6 mice (female, 5-week-old) for 12h daily light at 25 ± 1℃ on a free diet and water, and they were divided into the Control, EAE, EAE + Taurochenodeoxycholic acid (TCDCA) 50mg/kg, EAE + TCDCA 25mg/kg, and EAE + Methylpredinisolone groups. For EAE induction, each mouse except that in the Control group was subcutaneously injected with the emulsion of Freund’s adjuvant which contained heat-killed Mycobacterium tuberculosis H37RA (500μg/mouse) and MOG35–55 (300μg/mouse). Afterward, the mice were intraperitoneally injected with pertussis toxin (PTX, 250ng/mouse) immediately and again after 48h. The Control group was only injected with the emulsion of Freund’s adjuvant without MOG35–55.

Dosage form

25mg/kg, 50mg/kg; po; 23d

Applications

Taurochenodeoxycholic acid administration could improve the nerve damage of EAE mice.

References:
[1]. Wang X, Zhang Z, He X, et al. Taurochenodeoxycholic acid induces NR8383 cells apoptosis via PKC/JNK-dependent pathway[J]. European Journal of Pharmacology, 2016, 786: 109-115.
[2]. Xu N, Bai Y, Han X, et al. Taurochenodeoxycholic acid reduces astrocytic neuroinflammation and alleviates experimental autoimmune encephalomyelitis in mice[J]. Immunobiology, 2023, 228(3): 152388.

Product Documents

Purity:>99.00%Appearance:A solid

Chemical Properties

CAS No.
516-35-8
Synonyms
Taurochenodeoxycholate, TCDCA
SMILES
C[C@@]1([C@@]2([H])[C@H](C)CCC(NCCS(=O)(O)=O)=O)[C@](CC2)([H])[C@@]([C@@H](C[C@]3([H])C[C@H](O)CC4)O)([H])[C@]([C@]34C)([H])CC1
Molecular Formula
C26H45NO6S
Molecular Weight
499.7
Solubility
DMSO : ≥ 25 mg/mL (50.03 mM)
Storage
Store at RT
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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