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A3656
5-Aza-2′-deoxycytidine
≥97% (HPLC), powder, DNA methyltransferase inhibitor
Sinónimos:
2′-Deoxy-5-azacytidine, 4-Amino-1-(2-deoxy-β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Decitabine
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5 MG
$74.300
10 MG
$167.000
50 MG
$540.000
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5 MG
$74.300
10 MG
$167.000
50 MG
$540.000
About This Item
Fórmula empírica (notación de Hill):
C8H12N4O4
Número de CAS:
Peso molecular:
228.21
Beilstein:
617982
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77
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Nombre del producto
5-Aza-2′-deoxycytidine, ≥97%
Nivel de calidad
Ensayo
≥97%
Formulario
powder
solubilidad
acetic acid: water (1:1): 50 mg/mL
emisor
Eisai
cadena SMILES
NC1=NC(=O)N(C=N1)[C@H]2C[C@H](O)[C@@H](CO)O2
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)/t4-,5+,6+/m0/s1
Clave InChI
XAUDJQYHKZQPEU-KVQBGUIXSA-N
Información sobre el gen
human ... DNMT1(1786) , DNMT3A(1788)
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Descripción general
5-Aza-2′-deoxycytidine is a DNA-hypomethylating agent, which stimulates differentiation and apoptosis of leukemic cells.[1] It is a 2′-deoxycytidine analogue.[2] 5-Aza-2′-deoxycytidine is used to treat chronic myelomonocytic leukemia, refractory anemia, myelodysplastic syndrome and acute myeloid leukemia.[1][2]
5-Aza-2′-deoxycytidine, also known as Decitabine, is a DNA-hypomethylating agent that promotes differentiation and apoptosis in leukemic cells. It is a 2′-deoxycytidine analog that causes DNA demethylation or hemi-demethylation, which can regulate gene expression by "opening" the chromatin structure, making it more sensitive to nucleases. This chromatin remodeling allows transcription factors to bind to promoter regions, facilitating the assembly of the transcription complex and subsequent gene expression. As an epigenetic modifier, Decitabine inhibits DNA methyltransferase activity, leading to DNA hypomethylation and gene activation. The reactivation of genes is further enhanced when demethylation is combined with histone hyperacetylation. Decitabine is used to treat chronic myelomonocytic leukemia, refractory anemia, myelodysplastic syndrome, and acute myeloid leukemia.
Aplicación
Acciones bioquímicas o fisiológicas
5′-Azadeoxycytidine causes DNA demethylation or hemi-demethylation. DNA demethylation can regulate gene expression by "opening" the chromatin structure detectable as increased nuclease sensitivity. This remodeling of chromatin structure allows transcription factors to bind to the promoter regions, assembly of the transcription complex, and gene expression. Decitabine is an epigenetic modifier that inhibits DNA methyltransferase activity which results in DNA demethylation (hypomethylation) and gene activation by remodeling "opening" chromatin. Genes are synergistically reactivated when demethylation is combined with histone hyperacetylation.
Características y beneficios
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Eisai. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Nota de preparación
When prepared properly, there may be a small amount of undissolved substance.
Palabra de señalización
Danger
Frases de peligro
Consejos de prudencia
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
Equipo de protección personal
dust mask type N95 (US), Eyeshields, Gloves
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What is the Department of Transportation shipping information for this product?
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What is the solution stability of Product A3656, 5-Aza-2´-deoxycytidine?
1 answer-
Aqueous solutions of this product appear to be very unstable, probably by analogy to A2385, aza-cytidine. We suggest preparing solution fresh for each use and storing solutions on ice until use within a few hours.
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How should Product A3656, 5-Aza-2´-deoxycytidine, be dissolved?
1 answer-
This product is typically dissolved at 50 mg/ml in 50% acetic acid to yield a clear colorless solution. This product is also soluble at 50 mg/ml in DMSO or 0.25 mg/ml in water.
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What is the difference between 5-Aza-2´-deoxycytidine Products A3656 and A1287?
1 answer-
Both of these products inhibit DNA methyltransferase. However, they are different chemicals. Product No. A3656 is 5-Aza-2´-deoxycytidine and A1287 is 5-Azacytidine. Product No. A1287 is γ-irradiated, hybridoma- and endotoxin-tested, and Product No. A3656 is not.
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