5-Aza-2′-Deoxycytidine 5-Aza-2′-Deoxycytidine is a DNMT inhibitor shown to alter gene expression..

5-Aza-2′-Deoxycytidine (CAS 2353-33-5)

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Nomi alternativi: 5-Aza-2′-Deoxycytidine is also known as Decitabine.
Applicazione: 5-Aza-2′-Deoxycytidine is a DNMT inhibitor shown to alter gene expression.
Numero CAS: 2353-33-5
Purezza: ≥99%
Peso molecolare: 228.21
Formula molecolare: C8H12N4O4
Solo per uso in Ricerca. Non previsto per Uso Diagnostico o Terapeutico.
* Vedere Certificato di Analisi per informazioni sul lotto specifico (incluso il contenuto d'acqua).

5-Aza-2′-Deoxycytidine is a Dnmt inhibitor shown to alter gene expression. 5-Aza-2′-Deoxycytidine has been reported to cause phosphorylation inhibition of 2′-deoxycytidine in certain cells and the incorporation of 2′-deoxycytidine into DNA. Experiments have shown that 5-Aza-2′-Deoxycytidine induces changes in the differentiated state of cultured mouse embryo cells and additionally inhibits methylation of newly synthesized DNA. DNA methylation has been noted to be important in determining apoptotic susceptibility to histone deacetylase inhibitors, and its prevention by 5-Aza-2′-Deoxycytidine can cause gene silencing and transcriptional repression. Other studies suggest that cell exposure to 5-Aza-2′-Deoxycytidine causes a change in replication timing, reactivation of repressed genes, and decondensation of heterochromatin. Furthermore, 5-Aza-2′-Deoxycytidine demonstrates the ability to induce histone hyperacetylation in murine centromeric heterochromatin and also affect intranuclear distribution of histone deacetylase. 5-Aza-2′-Deoxycytidine is also known as Decitabine, 5-Aza-CdR, 5-Aza-dC, and 2′-Deoxy-5-azacytidine.


Referenze

1. Veselý, J., et al., 1977. Incorporation of a potent antileukemic agent, 5-aza-2′-deoxycytidine, into DNA of cells from leukemic mice. Cancer research. 37(10): 3684-9. PMID: 71199

2. Jones, P A., et al., 1980. Cellular differentiation, cytidine analogs and DNA methylation. Cell. 20(1): 85-93. PMID: 6156004

3. Zhu, W G., et al., 2001. DNA methyltransferase inhibition enhances apoptosis induced by histone deacetylase inhibitors. Cancer research. 61(4): 1327-33. PMID: 11245429

4. Takebayashi, S., et al., 2001. 5-Aza-2′-deoxycytidine induces histone hyperacetylation of mouse centromeric heterochromatin by a mechanism independent of DNA demethylation. Biochemical and biophysical research communications. 288(4): 921-6. PMID: 11688997

Utilizzo :
Long term storage: 2 years at -20°C (Powder); 6 monthsat -80°C (in DMSO).
Stato fisico :
Solid
Solubilità :
Soluble in water (50 mM), methanol (1 mg/ml), DMSO (50 mg/ml), DMF (~20 mg/ml), and ethanol (5 mM).
CONSERVAZIONE :
Store at 4° C
Punto di scioglimento :
~200° C (dec.)
Punto di ebollizione :
485.80° C at 760 mmHg (Predicted)
Densità :
1.91 g/cm3 (Predicted)
Indice di rifrazione :
n20D 1.78 (Predicted)
Attività ottica :
α20D +72, c = 0.5 in water
IC50 :
Dnmt: IC50 = 4.38 nM (KG1a cells); Dnmt: IC50 = 438 nM (HL-60 cells)
Valori pK :
pKb: 3.49 (Predicted)
Solo per uso in Ricerca. Non previsto per Uso Diagnostico o Terapeutico.
WGK Germania :
3
RTECS :
XZ3012000
PubChem CID :
Indice Merck :
14: 2853
Numero MDL :
MFCD00043011
Numero EC :
219-089-4
Registro Beilstein :
617982
SMILES :
NC1=NC(=O)N(C=N1)[[email protected]]1C[[email protected]@H](O)[[email protected]@H](CO)O1

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5-Aza-2′-Deoxycytidine (CAS 2353-33-5)  Citazioni prodotti

Vedi quanti altri hanno usato 5-Aza-2′-Deoxycytidine (CAS 2353-33-5). Clicca sulla voce per laccesso a PubMed .

Ciatazioni 1 a3 di 3 totali

PMID: # 31215104  2019. Cancer Sci. 110: 2629-2642.

PMID: # 29457784  Jiang, G.|Nguyen, D.|Archin, NM.|Yukl, SA.|Méndez-Lagares, G.|Tang, Y.|Elsheikh, MM.|Thompson, GR.|Hartigan-O'Connor, DJ.|Margolis, DM.|Wong, JK.|Dandekar, S.| et al. 2018. J. Clin. Invest. 128: 1190-1198.

PMID: # 12591989  Sato, N. et al. 2003. J. Natl. Cancer Inst. 95: 327-330.

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