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.
A3656
5-Aza-2′-deoxycytidine
≥97% (HPLC), powder, DNA methyltransferase inhibitor
Synonym(s):
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
₪649.00
10 MG
₪1,055.00
50 MG
₪3,859.00
About This Item
Empirical Formula (Hill Notation):
C8H12N4O4
CAS Number:
Molecular Weight:
228.21
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
219-089-4
MDL number:
Beilstein/REAXYS Number:
617982
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Product Name
5-Aza-2′-deoxycytidine, ≥97%
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
InChI key
XAUDJQYHKZQPEU-KVQBGUIXSA-N
SMILES string
NC1=NC(=O)N(C=N1)[C@H]2C[C@H](O)[C@@H](CO)O2
assay
≥97%
form
powder
solubility
acetic acid: water (1:1): 50 mg/mL
originator
Eisai
Quality Level
Gene Information
human ... DNMT1(1786), DNMT3A(1788)
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Related Categories
1 of 4
This Item | A1287 | PHR1911 | 1045520 |
|---|---|---|---|
| form powder | form lyophilized powder | form powder | form - |
| assay ≥97% | assay - | assay - | assay - |
| Quality Level 200 | Quality Level 200 | Quality Level 300 | Quality Level - |
| solubility acetic acid: water (1:1): 50 mg/mL | solubility acetic acid: water (1:1): 5 mg/mL, clear, colorless | solubility - | solubility - |
| originator Eisai | originator - | originator - | originator - |
2′-Deoxy-5-azacytidine, Decitabine, Azadc, Aza dC, Dezocitidine, 4-Amino-1-(2-deoxy-beta-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, 5-Aza-2-deoxycytidine, epigenetic, ADC, 5-aza-CdR, 5-aza-dC,decitabine, demethylation, DNA, hypomethylating, chromatin, p53, p21, cip1, butryate, methylation | cytoxin, DNA methytransferase inhibitor, differentiation inducer, epigenetic modification | - | - |
Application
Biochem/physiol Actions
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.
Features and Benefits
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.
General description
5-Aza-2′-deoxycytidine is a DNA-hypomethylating agent, which stimulates differentiation and apoptosis of leukemic cells.[5] It is a 2′-deoxycytidine analogue.[6] 5-Aza-2′-deoxycytidine is used to treat chronic myelomonocytic leukemia, refractory anemia, myelodysplastic syndrome and acute myeloid leukemia.[5][6]
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.
Preparation Note
When prepared properly, there may be a small amount of undissolved substance.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Related Content
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What is the difference between 5-Aza-2´-deoxycytidine Products A3656 and A1287?
1 answer-
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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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What is the Department of Transportation shipping information for this product?
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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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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