Azacitidine (5-Azacytidine) - Moligand™, 10mM in DMSO , DNA (cytosine-5)-methyltransferase 1 inhibitor, CAS No.320-67-2, DNA (cytosine-5)-methyltransferase 1 inhibitor

CAS: 320-67-2 Cat. No.: A408358 Molecular Weight: 244.2 Beilstein Registry Number: 620461 EC Number: 206-280-2

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

5-AzaC,Ladakamycin, AZA,5-Aza, CC-486 | 4-​amino-​1-​β-​D-​ribofuranosyl-1,​3,​5-​triazin-​2(1H)​-​one

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Azacitidine (5-Azacytidine) Azacitidine (5-Azacytidine, 5-AzaC, Ladakamycin, AZA, 5-Aza, CC-486) is a nucleoside analogue of cytidine that specifically inhibits DNA methylation by trapping DNA methyltransferases. Azacitidine induces mitochondrial apopto
In vitro

Azacitidine is widely used to demonstrate the correlation between loss of methylation in specifc gene regions and activation of the associated genes. After incorporation into DNA, Azacitidine inhibits DNA methyltransferase noncompetitively, causing a block in cytosine methylation in newly replicated DNA but not in resting, nondividing cells. Azacitidine induces differentiation of Friend Erythroleukemia Cell C3H10T1/2 with myotube formation. Azacitidine can be activated to the nucleoside triphosphate and incorporate into both DNA and RNA, leading to inhibition of DNA, RNA and protein synthesis in normal eukaryotic cells and in cancer cell lines, which could finally leads to cell death. Azacitidine also inhibits the incorporation of purine metabolites into macromolecules. Azacitidine inhibits the L1210 cells growth with IC50 and of 0.019 μg/mL.

In vivo

Azacitidine inhibits polynucleotide synthesis in leukemic BDF₁ mice. Azacitidine (3 mg/kg, i.p.) increases the mean survival time in leukemic BDF1 mice inoculated with Ll210 ascites tumor cells. Azacitidine markedly suppresses all enzymes activity in the polyamine-biosynthetic pathway, including ornithine decarboxylase activity. putrescine-dependent S-adenosyl-L-methionine decarboxylase activity, and spermidine-dependent S-adenosyl-L-methionine decarboxylase activity. Azacitidine also inhibits the accumulations of polyamines in leukemic mice.
Cell Data

cell lines：A549, H322, H3255, H358 H661, H1650, H1975, H1299, H596 cells

Concentrations：0.15 μg/mL

Incubation Time：3 days

Powder Purity:≥97%

Specifications

Synonyms

5-AzaC, Ladakamycin, AZA, 5-Aza, CC-486 | 4-​amino-​1-​β-​D-​ribofuranosyl-1, ​3, ​5-​triazin-​2(1H)​-​one

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Azacitidine (5-Azacytidine, 5-AzaC, Ladakamycin, AZA, 5-Aza, CC-486) is a nucleoside analogue of cytidine that specifically inhibits DNA methylation by trapping DNA methyltransferases. Azacitidine induces mitochondrial apoptosis and autophagy.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

DNA (cytosine-5)-methyltransferase 1 inhibitor

Product Properties

• ALogP: -2.2

Names and Identifiers

• Isomeric SMILES: C1=NC(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N
• WGK Germany: 3
• RTECS: XZ3017500
• Molecular Weight: 244.2
• Beilstein: 620461
• Reaxy-Rn: 24708925
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24708925&ln=

Associated Targets(Human)

DNMT1 Tclin DNA (cytosine-5)-methyltransferase 1 (1 Activities)

Discover Target: DNMT1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Melt Point(°C): 228-230°C

References

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