Zebularine CAS: 3690-10-6
MF: C9H12N2O5
MW: 228.21
An inhibitor of DNA methyltransferase (Dnmt).

Zebularine (CAS 3690-10-6)

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別名: 4-Deoxyuridine; 1-b-D-Ribofuranosyl-2(1H)-pyrimidinone; 1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside
アプリケーション: Zebularine is an inhibitor of DNA methyltransferase (Dnmt)
CAS 番号: 3690-10-6
Purity: ≥98%
Molecular Weight: 228.21
Molecular Formula: C9H12N2O5
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* Refer to Certificate of Analysis for lot specific data (including water content).

Zebularine is a cell-permeable chemically stable cytidine analog and DNA methylation inhibitor which acts by forming a covalent complex with DNMT. It displays antiangiogenic activity and markedly inhibits vessel formation in different tumor models. It reactivates silenced E-cadherin and potentiates the effects of other epigenetic therapeutics such as vorinistat. Induces differentiation of mesenchymal cells into cardiomyocytes. Inhibits cytidine deaminase (CDD).


参考文献

1. Frick, L., et al., 1989. Binding of pyrimidin-2-one ribonucleoside by cytidine deaminase as the transition-state analogue 3,4-dihydrouridine and the contribution of the 4-hydroxyl group to its binding affinity. Biochemistry. 28(24): 9423-30. PMID: 2692708
2. Zhou, L., et al., 2002. Zebularine: a novel DNA methylation inhibitor that forms a covalent complex with DNA methyltransferases. Journal of molecular biology. 321(4): 591-9. PMID: 12206775
3. Cheng, Jonathan C., et al., 2003. Inhibition of DNA methylation and reactivation of silenced genes by zebularine. Journal of the National Cancer Institute. 95(5): 399-409. PMID: 12618505
4. Cheng, Jonathan C., et al., 2004. Preferential response of cancer cells to zebularine. Cancer cell. 6(2): 151-8. PMID: 15324698

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (>25 mg/ml), methanol (5 mg/ml), water (>25 mg/ml), DMF (~5 mg/ml), and ethanol (~0.25 mg/ml).
保存方法 :
Store at 4° C
Melting Point :
157-160° C
Boiling Point :
499.02° C at 760 mmHg (Predicted)
Density :
1.73 g/cm3 (Predicted)
Refractive Index :
n20D 1.70 (Predicted)
Optical Activity :
α20/D +163.4°, c = 0.47 in methanol
IC50 :
Tumor cell proliferation: IC50 = 120 µM
Ki Data :
CDD: Ki= ~2 µM
pK Values :
pKa: 13.48 (Predicted), 1.79 (Predicted)
試験・研究用以外には使用しないでください。 臨床及び体外診断には使用できません。
WGK Germany :
3
RTECS :
UW7539720
PubChem CID :
MDL Number :
MFCD04973699
Beilstein Registry :
751056
SMILES :
C1=CN(C(=O)N=C1)C2C(C(C(O2)CO)O)O

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Zebularine (CAS 3690-10-6)  参考文献

他の人がZebularine (CAS 3690-10-6)をどのように使用したかをご覧ください。 エントリをクリックして、PubMedエントリを表示します。 .

引用 1 to 3 of 3 合計

PMID: # 15550378  Peng, B. et al. 2005. J. Biol. Chem. 280: 4182-4187.

PMID: # 14729971  Cheng, J.C. et al. 2004. Mol. Cell. Biol. 24: 1270-1278.

PMID: # 32394351  Cell Oncol (Dordr).

引用 1 to 3 of 3 合計
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