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

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Alternate Names:
5-Aza-2′-Deoxycytidine is also known as Decitabine.
Application:
5-Aza-2′-Deoxycytidine is a DNMT inhibitor shown to alter gene expression.
CAS Number:
2353-33-5
Purity:
≥99%
Molecular Weight:
228.21
Molecular Formula:
C8H12N4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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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.


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

  1. DNA methyltransferase inhibition enhances apoptosis induced by histone deacetylase inhibitors.  |  Zhu, WG., et al. 2001. Cancer Res. 61: 1327-33. PMID: 11245429
  2. 5-Aza-2'-deoxycytidine induces histone hyperacetylation of mouse centromeric heterochromatin by a mechanism independent of DNA demethylation.  |  Takebayashi, S., et al. 2001. Biochem Biophys Res Commun. 288: 921-6. PMID: 11688997
  3. 5-Aza-2'-deoxycytidine reactivates gene expression via degradation of pRb pocket proteins.  |  Zheng, Z., et al. 2012. FASEB J. 26: 449-59. PMID: 21990374
  4. 5-aza-2'-deoxycytidine improves the sensitivity of endometrial cancer cells to progesterone therapy.  |  Hu, Q., et al. 2012. Int J Gynecol Cancer. 22: 951-9. PMID: 22683940
  5. 5-Aza-2''-deoxycytidine inhibits retinoblastoma cell by reactivating epigenetically silenced RASSF1A gene.  |  Liu, R., et al. 2014. Int J Ophthalmol. 7: 51-6. PMID: 24634863
  6. 5-aza-2'-deoxycytidine Inhibits the Proliferation of Lung Fibroblasts in Neonatal Rats Exposed to Hyperoxia.  |  Zhao, S., et al. 2017. Pediatr Neonatol. 58: 122-127. PMID: 27663361
  7. 5-Aza-2'-deoxycytidine increases hypoxia tolerance-dependent autophagy in mouse neuronal cells by initiating the TSC1/mTOR pathway.  |  Qi, R., et al. 2019. Biomed Pharmacother. 118: 109219. PMID: 31325707
  8. 5-Aza-2-deoxycytidine Enhances the Sensitivity of 5-Fluorouracil by Demethylation of the Thymidine Phosphorylase Promoter.  |  Nishizawa, Y., et al. 2019. Anticancer Res. 39: 4129-4136. PMID: 31366497
  9. Validating the Demethylating Effects of 5-aza-2'-deoxycytidine in Insects Requires a Whole-Genome Approach.  |  Cook, N., et al. 2019. Am Nat. 194: 432-438. PMID: 31553206
  10. 5-Aza-2'-deoxycytidine induces a greater inflammatory change, at the molecular levels, in normoxic than hypoxic tumor microenvironment.  |  Salviano Soares de Amorim, Í., et al. 2021. Mol Biol Rep. 48: 1161-1169. PMID: 33547534
  11. The Methylation Inhibitor 5-Aza-2'-Deoxycytidine Induces Genome-Wide Hypomethylation in Rice.  |  Liu, S., et al. 2022. Rice (N Y). 15: 35. PMID: 35779161
  12. Low-dose 5-aza-2'-deoxycytidine protects against early renal injury by increasing klotho expression.  |  Zhao, Y., et al. 2022. Epigenomics. 14: 1411-1425. PMID: 36695107
  13. Cellular differentiation, cytidine analogs and DNA methylation.  |  Jones, PA. and Taylor, SM. 1980. Cell. 20: 85-93. PMID: 6156004
  14. Incorporation of a potent antileukemic agent, 5-aza-2'-deoxycytidine, into DNA of cells from leukemic mice.  |  Veselý, J. and Cihák, A. 1977. Cancer Res. 37: 3684-9. PMID: 71199

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Aza-2′-Deoxycytidine, 25 mg

sc-202424
25 mg
$214.00

5-Aza-2′-Deoxycytidine, 100 mg

sc-202424A
100 mg
$316.00

5-Aza-2′-Deoxycytidine, 250 mg

sc-202424B
250 mg
$418.00

hello, If I order 1 g, what is the price?

Asked by: Winnie2016
Thank you for your question. For accurate availability, shipping and pricing information regarding our chemical products, please contact Customer Service.
Answered by: Tech Service
Date published: 2019-05-31

Dear sir, this is vertica, senior research fellow, working at biophysics dept, AIIMS. I'm a happy customer of Santa cruz Biotech.I would like to place a request here that can you provide me a sample of this compound so that i could place an order further.

Asked by: Vertica Agnihotri
Thank you for your question. We are so glad to hear that you are a happy customer of Santa Cruz Biotechnology! We do not typically provide sample sizes of our chemical products. If you plan to place a bulk order of this compound, and would first like to test a smaller size, please contact our Special Orders Coordinator. Please e-mail <specialorders@scbt.com>.
Answered by: Technical Support
Date published: 2017-05-31

What is the storage of the compound after being dissolved in water?

Asked by: two2igm05
Thank you for your question. 5-Aza-2′-Deoxycytidine, sc-202424, can be stored for 3 years at -20℃ as a powder or for 6 months at -80℃ in solvent.
Answered by: TechService7
Date published: 2017-01-16

What is the solubility of this chemical?

Asked by: two2igm05
Thank you for your question. This chemical, 5-Aza-2′-Deoxycytidine (CAS 2353-33-5), is soluble in DMSO (45 mg/ml), water (10 mg/ml) and ethanol (<1 mg/ml).
Answered by: Technical Support
Date published: 2016-12-14
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Rated 5 out of 5 by from SatoSato, N. et al. (PubMed 12591989) studied the effects of 5-Aza-2 -Deoxycytidine, a Dnmt inhibitor shown to alter gene expression, on matrix metalloproteinase (MMP) expression and pancreatic cancer cell invasiveness. They found a significant increase in invasive potential in 4/5 pancreatic cell lines after treatment with 5-Aza-2 -Deoxycytidine. This enhanced invasiveness was associated with the induction on mRNAs for one or more MMPs critical for tumor invasion. -SCBT Publication Review
Date published: 2015-05-08
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5-Aza-2′-Deoxycytidine is rated 5.0 out of 5 by 1.
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