3-Deazaneplanocin A hydrochloride

Name: 3-Deazaneplanocin A hydrochloride
Brand: Tocris Bioscience
SKU: 4703

Tocris Bioscience, part of Bio-Techne | Catalog # 4703

Citations (10)

COA / SDS

EZH2 histone methyltransferase inhibitor

Key Product Details

Description:	EZH2 histone methyltransferase inhibitor
Alternative Names:	DZNep,NSC 617989,HY-12186
Chemical Name:	(1S,2R,5R)-5-(4-Amino-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)-3-cyclopentene-1,2-diol hydrochloride
Purity:	≥98% (HPLC)
Molecular Weight:	298.73

View Full Technical Details for 3-Deazaneplanocin A hydrochloride

Technical Data
Citations

Biological Activity for 3-Deazaneplanocin A hydrochloride

3-Deazaneplanocin A (DZNep) hydrochloride is a histone methyltransferase inhibitor; decreases global histone methylation. 3-Deazaneplanocin A hydrochloride 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. 3-Deazaneplanocin A hydrochloride 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). Combined with other reagents, 3-Deazaneplanocin A hydrochloride enables reprogramming of mouse embryonic fibroblasts (MEFs) to chemically-induced pluripotent stem cells (CiPSCs) (see our protocol below).

DZNep synthesized to Ancillary Material Grade also available.

For more information about how 3-Deazaneplanocin A hydrochloride may be used, see our protocol: Highly Efficient Generation of CiPSCs from MEFs

Technical Data for 3-Deazaneplanocin A hydrochloride

M. Wt	298.73
Formula	C₁₂H₁₄N₄O₃.HCl
Storage	Store at -20°C
Purity	≥98% (HPLC)
CAS Number	120964-45-6
PubChem ID	14563109
InChi Key	UNSKMHKAFPRFTI-FDKLLANESA-N
Smiles	OCC([C@@H](O)[C@H]3O)=C[C@H]3N2C=NC1=C(N)N=CC=C12.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for 3-Deazaneplanocin A hydrochloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	2.99	10

Preparing Stock Solutions for 3-Deazaneplanocin A hydrochloride

The following data is based on the product molecular weight 298.73.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.1 mM	33.48 mL	167.38 mL	334.75 mL
0.5 mM	6.70 mL	33.48 mL	66.95 mL
1 mM	3.35 mL	16.74 mL	33.48 mL
5 mM	0.67 mL	3.35 mL	6.70 mL

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References for 3-Deazaneplanocin A hydrochloride

References are publications that support the biological activity of the product.

Hou Pluripotent stem cells induced from mouse somatic cells by small-molecule compounds. Science 2013 PMID: 23868920
Miranda DZNep is a global histone methylation inhibitor that reactivates developmental genes not silenced by DNA methylation. Mol.Cancer Ther. 2009 PMID: 19509260
Tseng 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. 1989 PMID: 2544721
Tan Pharmacologic disruption of Polycomb-repressive complex 2-mediated gene repression selectively induces apoptosis in cancer cells. Genes Dev. 2007 PMID: 17437993