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189825

Sigma-Aldrich

5-Aza-2′-Deoxycytidine

A cytosine analog that acts as a DNA methyltransferase inhibitor.

Sinónimos:

5-Aza-2′-Deoxycytidine, 5-Aza-CdR, 5-Aza-dC, 2′-Deoxy-5-azacytidine, Decitabine

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About This Item

Fórmula empírica (notación de Hill):
C8H12N4O4
Número de CAS:
2353-33-5
Peso molecular:
228.21
Número MDL:
MFCD00043011
Código UNSPSC:
12352208
NACRES:
NA.77

Nivel de calidad

200

Análisis

≥98% (HPLC)

formulario

lyophilized

fabricante / nombre comercial

Calbiochem®

condiciones de almacenamiento

OK to freeze

solubilidad

methanol: 1 mg/mL
50% acetic acid: 25 mg/mL
DMSO: 25 mg/mL

Condiciones de envío

ambient

temp. de almacenamiento

2-8°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)

Clave InChI

XAUDJQYHKZQPEU-UHFFFAOYSA-N

Descripción general

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. Also available as a 100 mM solution in DMSO (Cat. No. 189826).
A cytosine analog that acts as a DNA methyltransferase inhibitor. Shown to restore mRNA and protein expression of caspase-8 and Tumor Necrosis Factor-Related Apoptosis Inducing Ligand (TRAIL) sensitivity of resistant cell lines. Also reported to enhance apoptosis induced by histone deacetylase (HDAC) inhibitors.

Acciones bioquímicas o fisiológicas

Primary Target
DNA methyltransferase inhibitor

Envase

Packaged under inert gas

Advertencia

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Nota de preparación

warming is required to achieve complete solubilization

Reconstitución

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Otras notas

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.

Información legal

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

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 4 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Bin Xie et al.
Cell biology international, 46(11), 1900-1914 (2022-08-23)
Ras-association domain family 1A (RASSF1A) is one of the most methylated genes in lung cancer (LC). We investigate whether the high DNA methylation level of RASSF1A can relieve the resistance of RASSF1A to LC by inhibiting RASSF1A's transcription factor binding
Jingjing Du et al.
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Betaine is a natural compound present in commonly consumed foods and may have a potential role in the regulation of glucose and lipids metabolism. However, the underlying molecular mechanism of its action remains largely unknown. Here, we show that supplementation
Carl M Gay et al.
Cancer cell, 39(3), 346-360 (2021-01-23)
Despite molecular and clinical heterogeneity, small cell lung cancer (SCLC) is treated as a single entity with predictably poor results. Using tumor expression data and non-negative matrix factorization, we identify four SCLC subtypes defined largely by differential expression of transcription
Jia-Xue Sun et al.
Epigenetics, 19(1), 2337087-2337087 (2024-04-02)
Decidual macrophages are the second-largest immune cell group at the maternal-foetal interface. They participate in apoptotic cell removal, and protect the foetus from microorganisms or pathogens. Dysfunction of decidual macrophages gives rise to pregnancy complications such as preeclampsia and recurrent
Adam W Watson et al.
Cell reports, 35(13), 109293-109293 (2021-07-01)
While the immediate and transitory response of breast cancer cells to pathological stiffness in their native microenvironment has been well explored, it remains unclear how stiffness-induced phenotypes are maintained over time after cancer cell dissemination in vivo. Here, we show that
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