3-Deazaneplanocin A hydrochloride

Cat. No. 4703

3-Deazaneplanocin A hydrochloride C12H14N4O3.HCl [120964-45-6]

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Alternative Names: DZNep, NSC 617989

Chemical Name: (1S,2R,5R)-5-(4-Amino-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)-3-cyclopentene-1,2-diol hydrochloride

Biological Activity

Histone methyltransferase inhibitor; decreases global histone methylation. Inhibits EZH2 histone methyltransferase and s-adenosylhomocysteine (SAH) hydrolase activity. Blocks trimethylation of lysine 27 on histone H3 and lysine 20 on histone H4 in vitro. Induces apoptosis in multiple cancer cell lines and has no apoptotic effect on normal cells. Enhances Oct4 expression in chemically induced pluripotent stem cells (CiPSCs).

Technical Data

M.Wt:
298.73
Formula:
C12H14N4O3.HCl
Solubility:
Soluble to 10 mM in water
Purity:
>98 %
Storage:
Store at -20°C
CAS No:
120964-45-6

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Safety Data Sheet

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Hou et al (2013) Pluripotent stem cells induced from mouse somatic cells by small-molecule compounds. Science 341 651. PMID: 23868920.

Miranda et al (2009) DZNep is a global histone methylation inhibitor that reactivates developmental genes not silenced by DNA methylation. Mol.Cancer Ther. 8 1579. PMID: 19509260.

Tan et al (2007) Pharmacologic disruption of Polycomb-repressive complex 2-mediated gene repression selectively induces apoptosis in cancer cells. Genes Dev. 21 1050. PMID: 17437993.

Tseng et al (1989) Synthesis of 3-deazaneplanocin A, a powerful inhibitor of S-adenosylhomocysteine hydrolase with potent and selective in vitro and in vivo antiviral activities. J.Med.Chem. 32 1442. PMID: 2544721.

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Keywords: 3-Deazaneplanocin A hydrochloride, supplier, 3-DeazaneplanocinA, NSC617989, Histone, methylation, inhibitors, inhibits, EZH2, trimethylation, apoptosis, s-adenosylhomocysteine, hydrolase, SAHH, CiPSCs, stem, cells, reprogramming, induced, pluripotent, pluripotency, Tocris Bioscience, Lysine Methyltransferase Inhibitor products

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Epigenetics Review

Written by S. Müller-Knapp & P. Brown

Epigenetics Scientific Review

Our Epigenetics review gives an overview of the development of chemical probes for epigenetic targets, and discusses their biological effects. Request copy or view PDF today.

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