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%

规格

英文别名

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

规格或纯度

Moligand™, 10mM in DMSO

英文名称

Azacitidine (5-Azacytidine)

生化机理

阿扎胞苷（5-Azacytidine，5-AzaC，Ladakamycin，AZA，5-Aza，CC-486）是胞苷的一种核苷类似物，通过捕获 DNA 甲基转移酶特异性地抑制 DNA 甲基化。阿扎胞苷可诱导线粒体凋亡和自噬。

储存条件

-80℃储存

运输条件

特低温运输

作用类型

抑制剂

作用机制

DNA（胞嘧啶-5）-甲基转移酶 1 抑制剂

名称和识别符

EC号

206-280-2

分子类型

小分子

Isomeric SMILES

C1=NC(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N

分子量

244.2

Beilstein号

620461

Reaxy-Rn

24708925

Reaxys-RN link address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24708925&ln=

技术文档

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高级数据

产品属性

ALogP	-2.2

关联靶点（人）

DNMT1 Tclin DNA（胞嘧啶-5）-甲基转移酶1(DNA (cytosine-5)-methyltransferase 1) (1 活性数据)

点击查看靶蛋白信息： DNMT1

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

化学和物理性质

熔点

228-230°C

安全和危险性（GHS）

信号词

危险

危险声明

H302: 吞食有害

H350: 可能导致癌症

WGK Germany

RTECS

XZ3017500

Merck Index

887

个人防护装备

Eyeshields,full-face particle respirator type N100 (US),Gloves,respirator cartridge type N100 (US),type P1 (EN143) respirator filter,type P3 (EN 143) respirator cartridges

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批号(Lot Number)	证书类型	货号
L2214612	分析证书	A408358

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