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5-Azacytidine, 99%
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5-Azacytidine, 99%
5-Azacytidine, 99%
5-Azacytidine, 99%
Thermo Scientific Chemicals

5-Azacytidine, 99%

5-Azacytidine, CAS # 320-67-2, is an chemical analog of cytidine that acts as an inhibitor of DNA methyltransferase activity. | CAS: 320-67-2 | C8H12N4O5 | 244.21 g/mol
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50 mg
1 g
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Catalog number 226620500
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50 mg
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Chemical Identifiers
CAS320-67-2
IUPAC Name4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydro-1,3,5-triazin-2-one
Molecular FormulaC8H12N4O5
InChI KeyNMUSYJAQQFHJEW-KVTDHHQDSA-N
SMILESNC1=NC(=O)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
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SpecificationsSpecification SheetSpecification Sheet
Infrared spectrumConforms
HPLC>=98.5 %
Appearance (Form)Crystalline powder
Appearance (Color)White to off-white
This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • 5-Azacytidine is a chemical analog of the nucleoside cytidine that incorporates into DNA and inhibits DNA methylation
  • At low doses, 5-azacytidine irreversibly binds the enzyme DNA methyltransferase (DNMT)

Applications

  • 5-Azacytidine has been used for cardiomyocyte differentiation from mesenchymal stem cells
  • It has been used as a potent DNMT inhibitor in the study of tumor cell proliferation and induction of gene expression following demethylation
  • 5-Azacytidine can globally change histone modification patterns
RUO – Research Use Only

General References:

  1. Christman, J.K. 5-Azacytidine and 5-aza-2'-deoxycytidine as inhibitors of DNA methylation: mechanistic studies and their implications for cancer therapy. Oncogene. 2002 Aug 12;21(35):5483-95.
  2. Qian, Q.; Qian, H.; Zhang, X.; Zhu, W.; Yan, Y.; Ye, S.; Peng, X.; Li , W.; Xu, Z.; Sun, L.; Xu ,W. 5-Azacytidine induces cardiac differentiation of human umbilical cord-derived mesenchymal stem cells by activating extracellular regulated kinase. Stem Cells Dev. 2012 Jan;21(1):67-75.
  3. Sato, T.; Issa, J.J.; Kropf,, P. DNA Hypomethylating Drugs in Cancer Therapy. Cold Spring Harb Perspect Med. 2017 May 1, 7(5), a026948.
  4. Komashko, V.M.; Farnham, P.J. 5-azacytidine treatment reorganizes genomic histone modification patterns. Epigenetics. 2010, 5(3), 229-40.
  5. Ebelt, N.D.; Zuniga, E.; Johnson, B.L.; Diamond, D.J.; Manuel, E.R. 5-Azacytidine Potentiates Anti-tumor Immunity in a Model of Pancreatic Ductal Adenocarcinoma. Front Immunol. 2020, 11:538.