All Photos(2)

Documents

189826

5-Aza-2′-Deoxycytidine

Name: 5-Aza-2′-Deoxycytidine
Brand: MM

≥98% (HPLC), liquid, DNA methyltransferase inhibitor, Calbiochem

Synonym(s):

InSolution 5-Aza-2′-Deoxycytidine, Decitabine

Sign Into View Organizational & Contract Pricing

All Photos(2)

About This Item

Empirical Formula (Hill Notation):

C₈H₁₂N₄O₄

CAS Number:

2353-33-5

Molecular Weight:

228.21

MDL number:

MFCD00043011

UNSPSC Code:

12352200

NACRES:

NA.77

product name

5-Aza-2′-Deoxycytidine, InSolution, ≥98%, DNA methyltransferase inhibitor

Quality Level

100

Assay

≥98% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

shipped in

ambient

storage temp.

−20°C

InChI

1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)

InChI key

XAUDJQYHKZQPEU-UHFFFAOYSA-N

General description

A cytosine analog that acts as a DNA methyltransferase inhibitor. Restores caspase-8 and caspase-10 mRNA and protein expression as well as TRAIL (Tumor necrosis factor-Related Apoptosis Inducing Ligand) sensitivity in TRAIL-resistant cell lines. Also enhances apoptosis induced by HDAC (Histone Deacetylase) inhibitors. The solid form of this compound (Cat. No. 189825) is also available.

Packaging

Packaged under inert gas

Warning

Toxicity: Regulatory Review (Z)

Physical form

A 100 mM (10 mg/438 µl) solution of 5-Aza-2ʹ-Deoxycytidine (Cat. No. 189825) in DMSO.

Other Notes

Eggert, A., et al. 2001. Cancer Res.61, 1314.
Takebayashi, S., et al. 2001. Biochem. Biophys. Res. Commun.288, 921.
Zhu, W.G., et al. 2001. Cancer Res.61, 1327.
Hopkins-Donaldson, S., et al. 2000. Cancer Res.60, 4315.
Haaf, T. 1995. Pharmacol. Ther.65, 19.
Jones, P.A., and Taylor, S.M. 1980. Cell20, 85.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

GHS08

Signal Word

Danger

Hazard Statements

H341,H360

Precautionary Statements

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Muta. 2 - Repr. 1B

WGK

WGK 2

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The RNA-binding protein RBP45D of Arabidopsis promotes transgene silencing and flowering time.

Liangsheng Wang et al.

The Plant journal : for cell and molecular biology, 109(6), 1397-1415 (2021-12-18)

RNA-directed DNA methylation (RdDM) helps to defend plants against invasive nucleic acids. In the canonical form of RdDM, 24-nt small interfering RNAs (siRNAs) are produced by DICER-LIKE 3 (DCL3). The siRNAs are loaded onto ARGONAUTE (AGO) proteins leading ultimately to

Hypermethylation of the Bmp4 promoter dampens binding of HIF-1α and impairs its cardiac protective effects from oxidative stress in prenatally GC-exposed offspring.

Ling-Tong Gao et al.

Cellular and molecular life sciences : CMLS, 80(3), 58-58 (2023-02-07)

The exposure to an unhealthy environment in utero can lead to the occurrence of cardiovascular diseases in the offspring. Glucocorticoids (GC) are essential for normal development and maturation of fetal organs and is a first-line treatment for pregnant women affected

OVOL1 inhibits breast cancer cell invasion by enhancing the degradation of TGF-β type I receptor.

Chuannan Fan et al.

Signal transduction and targeted therapy, 7(1), 126-126 (2022-04-29)

Ovo-like transcriptional repressor 1 (OVOL1) is a key mediator of epithelial lineage determination and mesenchymal-epithelial transition (MET). The cytokines transforming growth factor-β (TGF-β) and bone morphogenetic proteins (BMP) control the epithelial-mesenchymal plasticity (EMP) of cancer cells, but whether this occurs

Characterization of HLA-G Regulation and HLA Expression in Breast Cancer and Malignant Melanoma Cell Lines upon IFN-γ Stimulation and Inhibition of DNA Methylation.

Nanna Jørgensen et al.

International journal of molecular sciences, 21(12) (2020-06-21)

The potential role of human leukocyte antigen (HLA)-G as a target for new cancer immunotherapy drugs has increased the interest in the analysis of mechanisms by which HLA-G expression is regulated, and how the expression can be manipulated. We characterized

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service