5-Azacytidine | Azacitidine;5-AzaC;Vidaza.;ladakamycin. azacytidine;5AZC. 5-azacytidine;Abbreviations: 5AC;WR 183027;U 18496;NSC 103-627;NSC 102816;Mylosar;Antibiotic U 18496;Ladakamycin | 5-氮杂胞苷;阿托胞苷;阿扎胞苷（5-氮杂胞嘧啶核苷） | Nucleoside | Nucleoside Antimetabolite/Analog | DNA Methyltransferase

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5-氮胞苷 /5-Azacytidine {[allProObj[0].p_purity_real_show]}

货号：A386837 同义名： 5-氮杂胞苷;阿托胞苷 / Azacitidine;5-AzaC

5-Azacytidine is a nucleoside analogue of cytidine that specifically inhibits DNA methylation by trapping DNA methyltransferases.

5-Azacytidine 化学结构
CAS号：320-67-2

5-Azacytidine 3D分子结构
CAS号：320-67-2

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5-Azacytidine 纯度/质量文件产品仅供科研

货号：A386837 标准纯度： {[allProObj[0].p_purity_real_show]} 产品说明书

批次查询：批次纯度: COA SDS NMR HPLC CNMR LC-MS

全球学术期刊中引用的产品: • Nat. Biomed. Eng., 2024, 8, 1412-1424. Ambeed. [ A538667 , A631746 ]; • JMC, 2024. Ambeed. [ A833302 , A475501 , A341986 , A356070 ]; • BMC Cancer, 2024, 24(1): 1415. Ambeed. [ A809692 , A209020 ]; • J. Am. Soc. Mass Spectrom., 2024, 35(12): 3192-3202. Ambeed. [ A166127 , A902473 , A753371 , A961334 , A292945 , A230770 , A300620 , A1114580 , A1159765 , A206238 ]; • PloS One, 2024, 19(11): e0308060. Ambeed. [ A302917 ]; 更多 >

DNA甲基转移酶亚型比较

产品名称	DNA Methyltransferase ↓ ↑	纯度
6-Thioguanine	✔	98%
Zebularine	✔	98%
Procainamide hydrochloride	✔	99%
5-Azacytidine	✔	95%
Decitabine	✔	99%
SGI-1027	++ DNMT1, IC50: 6 μM DNMT3A, IC50: 7.5 μM	99%+
RG108	+++ DNA methyltransferase, IC50: 115 nM	99%+
Guadecitabine sodium	✔	99+%
1. 鼠标悬停在“+”上可以显示相关IC50的具体数值。"+"越多，抑制作用越强。2. "✔"表示该化合物对相应的亚型有抑制作用，但抑制强度暂时没有相关数据。

5-Azacytidine 生物活性

靶点	DNA Methyltransferase
描述	DNA methyltransferase enzymes (DNMTs) are responsible for the DNA methylation process which could catalyze the transfer of a methyl group from S-adenosyl methionine to the cytosine target nucleotide producing methylcytosine^[5]. Azacytidine (5-AZ) is a DNMT inhibitor with IC50 value of 0.8 - 3 μmol/L on MM cells^[6]. The K12-72.1 cells were treated with 5-AZ at both 5 and 10 μM, and the methylation status of the CpG sites in the promotor region of the gene PGP9.5 were measured by bisulfite sequencing. It was found that both concentrations could cause demethylation of the CpG sites and increased the expression of the gene PGP9.5. Moreover, after the treatment of 50 μM of 5-AZ on MCF10CA1a and MCF7 cells, the cell viability as measured by MTT assay decreased significantly compared with control^[7]. The nude mice with SKOV3 xenografts were treated with 2 mg/kg 5-AZ thrice weekly for 10 weeks. The volume and weight per nodule were decreased after the treatment of 5-AZ, which indicated that the 5-AZ could inhibit growth of tumors^[8].
作用机制	The 5-AZ could inhibit the DNA methylation through covalently binding to DNA methyltransferases, forming nucleoprotein adducts. Therefore, the number of active DNA methyltransferase enzymes in the cells are depletes^[9].

5-Azacytidine 细胞研究

细胞系	浓度	检测类型	检测时间	活动说明	数据源
92.1	0.5/1/2 μM	Growth Inhibition Assay	7 d	inhibits cell growth in a dose dependent manner	25146981
92.1	0.5/1 μM	Function Assay	48 h	decreases clonogenicity dose-dependently	25146981
92.1	0.5/1 μM	Cell Viability Assay	5 d	decreases radiation-induced cell viability inhibition	25146981
92.1	0.5/1 μM	Function Assay	48 h	causes global DNA hypomethylation at L-1 repeat loci	25146981

5-Azacytidine 动物研究

Dose	Mice: 5 mg/kg^[5], 25 mg/kg^[6] (i.p.), 38 mg/kg^[6] (p.o.)
Administration	i.p., p.o.
Toxicity (LD₅₀)	MTD = 90 mg/kg i.v.^[3]

5-Azacytidine 参考文献

[1]Christman JK. 5-Azacytidine and 5-aza-2'-deoxycytidine as inhibitors of DNA methylation: mechanistic studies and their implications for cancer therapy. Oncogene. 2002 Aug 12;21(35):5483-95.

[2]Creusot F, Acs G, et al. Inhibition of DNA methyltransferase and induction of Friend erythroleukemia cell differentiation by 5-azacytidine and 5-aza-2'-deoxycytidine. J Biol Chem. 1982 Feb 25;257(4):2041-8.

[3]Mahesh S, Saxena A, et al. Intratracheally administered 5-azacytidine is effective against orthotopic human lung cancer xenograft models and devoid of important systemic toxicity. Clin Lung Cancer. 2010;11(6):405-11.

[4]Heby O, Russell DH. Depression of polyamine synthesis in L1210 leukemic mice during treatment with a potent antileukemic agent, 5-azacytidine. Cancer Res. 1973;33(1):159-65.

[5]Holliday R, Pugh JE. DNA modification mechanisms and gene activity during development. Science. 1975 Jan 24;187(4173):226-32.

[6]Kiziltepe T, Hideshima T, Catley L, Raje N, Yasui H, Shiraishi N, Okawa Y, Ikeda H, Vallet S, Pozzi S, Ishitsuka K, Ocio EM, Chauhan D, Anderson KC. 5-Azacytidine, a DNA methyltransferase inhibitor, induces ATR-mediated DNA double-strand break responses, apoptosis, and synergistic cytotoxicity with doxorubicin and bortezomib against multiple myeloma cells. Mol Cancer Ther. 2007 Jun;6(6):1718-27.

[7]Harman RM, Curtis TM, Argyle DJ, Coonrod SA, Van de Walle GR. A Comparative Study on the In Vitro Effects of the DNA Methyltransferase Inhibitor 5-Azacytidine (5-AzaC) in Breast/Mammary Cancer of Different Mammalian Species. J Mammary Gland Biol Neoplasia. 2016 Jun;21(1-2):51-66.

[8]Cao D, Li D, Huang Y, Ma Y, Zhang B, Zhao C, Deng S, Luo M, Yin T, Wei YQ, Wang W. 5-Azacytidine promotes invadopodia formation and tumor metastasis through the upregulation of PI3K in ovarian cancer cells. Oncotarget. 2017 Jun 20;8(36):60173-60187.

[9]Griffin PT, Niederhuth CE, Schmitz RJ. A Comparative Analysis of 5-Azacytidine- and Zebularine-Induced DNA Demethylation. G3 (Bethesda). 2016 Sep 8;6(9):2773-80.

5-Azacytidine 实验方案

计算器

存储液制备

1mg

5mg

10mg

1 mM

5 mM

10 mM

4.09mL

0.82mL

0.41mL

20.47mL

4.09mL

2.05mL

40.95mL

8.19mL

4.09mL

5-Azacytidine 技术信息

CAS号	320-67-2
分子式	C₈H₁₂N₄O₅
分子量	244.205

别名	5-氮杂胞苷;阿托胞苷;阿扎胞苷（5-氮杂胞嘧啶核苷） ;Azacitidine;5-AzaC;Vidaza.;ladakamycin. US brand names: Mylosar;azacytidine;5AZC. 5-azacytidine;Abbreviations: 5AC;WR 183027;U 18496;NSC 103-627;NSC 102816;Mylosar;Antibiotic U 18496;Ladakamycin
运输	蓝冰

存储条件

液体 -20°C:3-6个月-80°C:12个月

粉末 Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

溶解度

DMSO: 30 mg/mL(122.85 mM)，注意：DMSO长时间开封后，会吸水并导致溶解能力下降，请避免使用长期开封的DMSO

H₂O: 25 mg/mL(102.37 mM)，配合低频超声，并水浴加热至45℃助溶

动物实验配方

5% DMSO+30% PEG 300+water 10 mg/mL

细胞研究

细胞系	浓度	检测类型	检测时间	活动说明	数据源

92.1	0.5/1/2 μM	Growth Inhibition Assay	7 d	inhibits cell growth in a dose dependent manner	25146981
92.1	0.5/1 μM	Function Assay	48 h	decreases clonogenicity dose-dependently	25146981
92.1	0.5/1 μM	Cell Viability Assay	5 d	decreases radiation-induced cell viability inhibition	25146981
92.1	0.5/1 μM	Function Assay	48 h	causes global DNA hypomethylation at L-1 repeat loci	25146981
A253	10 µM	Function Assay	0-4 d	increases the mRNA expression level of the M3R after 24 h	25485536
A253	10 µM	Function Assay	72 h	increases the expression level of the M3R in both membrane and cytosolic preparations	25485536
A253	10 µM	Function Assay	0-4 d	reduces the 5-methylcytosine content	25485536
A2780	5 µM	Function Assay	7 d	increases DNA methylation level	25299694
A2780	5 µM	Function Assay	7 d	weakens the level of methylation	25299694
A498	10 µM	Function Assay	72 h	induces the ADAMTS18 gene expression	25569086
Be(2)-C	3 μM	Function Assay	72 h	induces p19-INK4d expression significantly	25104850
BGC-823	5 μM	Function Assay	72 h	decreases the PRL-3 protein level signifcantly	25475733
BGC-823	5 μM	Function Assay	72 h	decreases the mRNA expression of PRL-3 significantly	25475733
Bxpc-3	5/10 μM	Growth Inhibition Assay	24/48/72 h	inhibits the proliferation of Bxpc-3 cells in time- and concentration-dependent manners	25061731
Bxpc-3	5/10 μM	Apoptosis Assay	24/48/72 h	induces apoptosis in time- and concerntration manners	25061731
Bxpc-3	5/10 μM	Function Assay	24/48/72 h	decreases β-catenin expression after 24 h	25061731
Bxpc-3	5/10 μM	Function Assay	24/48/72 h	decreases cyclinD1 expression at the concerntration of 10 μM	25061731
Bxpc-3	5/10 μM	Function Assay	24/48/72 h	down-regulateS c-myc mRNA expression in time- and concentration-dependent manners	25061731
CA46	20 µM	Function Assay	48 h	increases PTPL1 mRNA expression	26133246
Caco2	10 μM	Function Assay	48 h	increases NPC1L1 expression	24904062
CaKI-2	10 µM	Function Assay	72 h	induces the ADAMTS18 gene expression	25569086
CD3+ T-cells	5/20 μM	Function Assay	48 h	upregulates p15 expression	24757283
CD3+ T-cells	5/20 μM	Function Assay	48 h	upregulates the expression of FOXP3	24757283
CD3+ T-cells	5 μM	Function Assay	48 h	reduces long-term memory cell phenotype	24757283
CD4+ T-cells	5/20 μM	Function Assay	48 h	upregulates p15 expression	24757283
CD4+ T-cells	5/20 μM	Function Assay	48 h	upregulates the expression of FOXP3	24757283
CD4+ T-cells	5/20 μM	Function Assay	48 h	reduces TBET1 mRNA expression	24757283
CD4+ T-cells	5/20 μM	Function Assay	48 h	upregulates the expression of RORγt	24757283
CD4+ T-cells	5/20 μM	Function Assay	48 h	inhibits memory T-cells	24757283
CD8+ T-cells	5/20 μM	Function Assay	48 h	upregulates p15 expression	24757283
CD8+ T-cells	5/20 μM	Function Assay	48 h	inhibits memory T-cells	24757283
CNDT2	5µM	Function Assay	4 d	reduces the methylation levels of WIF1, P16, CXCL14, NKX2–3, CDH1, LAMA1, and CTNNB1	24762809
CNDT2	5µM	Function Assay	4 d	increases gene expression of WIF1, P16, CDH1, LAMA1, and CTNNB1	24762809
CP70	5 µM	Function Assay	7 d	increases DNA methylation level	25299694
CP70	5 µM	Function Assay	7 d	weakens the level of methylation	25299694
HC45	5µM	Function Assay	4 d	reduces the methylation levels of WIF1, P16, CXCL14, NKX2–3, CDH1, LAMA1, and CTNNB1	24762809
HepG2	0-25 μM	Function Assay	24 h	decreases subtilisin/kexin type 9 (PCSK9) protein levels dose dependently	24855646
HepG2	0-25 μM	Function Assay	24 h	increases low density lipoprotein receptor (LDLR) gene expression	24855646
HepG2	10 μm	Function Assay	0-24 h	decreases PCSK9 and HMGCR expression and increases LDLR expression after 6 h	24855646
HepG2	10 μm	Function Assay	24 h	promotes cytosolic neutral lipid accumulation independently of exogenous lipoproteins	24855646
HepG2	10 μm	Function Assay	24 h	prevents SREBP processing	24855646
HL-60	5 μM	Function Assay	72 h	significantly upregulates ZNF382 expression	25319049
HL-60	1.0 μM	Growth Inhibition Assay	48 h	significantly inhibits HL-60 cell growth	25051119
HL-60	1.0 μM	Function Assay	48 h	increases p21WAF1/CIP1 and caspase-3 expression	25051119
HL-60	1.0 μM	Function Assay	48 h	decreases Bcl-xL expression significantly	25051119
HL-60	10 μM	Apoptosis Assay	72 h	induces apoptosis significantly	24680865
HREC	5/10 μM	Function Assay	48 h	induces PEDF in a dose-dependent manner	25352747
HREC	5/10 μM	Function Assay	48 h	down-regulates of VEGF, ICAM-1 (not protein level in HRPE cells), IL-1β dose-dependently	25352747
HRPE	5/10 μM	Function Assay	48 h	induces PEDF in a dose-dependent manner	25352747
HRPE	5/10 μM	Function Assay	48 h	down-regulates of VEGF, IL-1β, and MMP2 dose-dependently	25352747
HuTu-80	1/5/10 μM	Function Assay	48/72 h	increases the expression of human NPC1L1 mRNA in a dose-dependent manner	24904062
IMR32	3 μM	Function Assay	72 h	induces p19-INK4d expression significantly	25104850
IMR5-75	3 μM	Function Assay	72 h	induces p19-INK4d expression significantly	25104850
Jurkat	0.1-50 μM	Growth Inhibition Assay	12-72 h	inhibits cell growth in a dose dependent manner	26133246
Jurkat	3.5 µM	Function Assay	48 h	increases PTPL1 mRNA expression	26133246
Ketr-3	10 µM	Function Assay	72 h	induces the ADAMTS18 gene expression	25569086
MCF7	0.3 μM	Function Assay	4 d	increases the gene expression of IGFBP7, SFRP1 and SLC6A15 combined with GSK126	25477340
MCF7	0.3 μM	Growth Inhibition Assay	4 d	decreases the cell growth 24.8% combined with GSK126	25477340
MCF7	5 μM	Function Assay	48 h	displays selective toxicity toward suspended MCF-7 cells	24633350
MCF7	10 μM	Function Assay	24 h	induces the cleavage of caspase 7 and PARP	24633350
MCF7	0–0.5 μM	Function Assay	7 d	inhibits the growth MCF-7 tumorspheres in suspension cultures	24633350
MCF7	0.5 μM	Function Assay	14 d	reduces the size of MCF-7 colonies embedded in soft agar	24633350
MCF7	0.05–20 μM	Function Assay	1 d	reduces the clonal survival of MCF-7 cells in monolayer cultures	24633350
MCF7	0.5–10 μM	Function Assay	48 h	inhibits the gap closure in the wound healing assay	24633350
MCF7	0/10 μM	Function Assay	24 h	inhibits the activity of MMP9	24633350
MCF-7	1/2.5/5 μM	Function Assay	24/48 h	increases PARP cleavage	25817229
MDA-MB-231	1/2.5/5 μM	Function Assay	48 h	decreases the PTPN12 expression at the concerntration of 5 μM 48 h	25817229
MDA-MB-231	1/2.5/5 μM	Function Assay	48 h	increases the levels of E-cadherin mRNA at the concerntration of 2.5 μMfor 48 h	25817229
MDA-MB-231	1/2.5/5 μM	Function Assay	24/48 h	induces significant PARP cleavage after 48 h	25817229
MDA-MB-231	1/2.5/5 μM	Function Assay	24/48 h	increases the expression of miRNA-124 at the concerntration of 5 μM	25817229
MDA-MB-231	0.5–10 μM	Function Assay	36 h	inhibits the migration	24633350
Mel 285	0.5/1/2 μM	Growth Inhibition Assay	7 d	inhibits cell growth in a dose dependent manner	25146981
Mel 285	0.5/1 μM	Function Assay	48 h	decreases clonogenicity dose-dependently	25146981
Mel 290	0.5/1/2 μM	Growth Inhibition Assay	7 d	inhibits cell growth in a dose dependent manner	25146981
Mel 290	0.5/1 μM	Function Assay	48 h	decreases clonogenicity dose-dependently	25146981
Mel 290	0.5/1 μM	Function Assay	48 h	decreases invasion dose dependently	25146981
MKN28	5 μM	Function Assay	72 h	decreases the PRL-3 protein level signifcantly	25475733
MKN28	5 μM	Function Assay	72 h	decreases the mRNA expression of PRL-3 significantly	25475733
MKN45	5 μM	Function Assay	72 h	decreases the PRL-3 protein level signifcantly	25475733
MKN45	5 μM	Function Assay	72 h	decreases the mRNA expression of PRL-3 significantly	25475733
MSCs	10 μM	Function Assay	24 h	promotes the commitment of MSCs to myocardial differentiation	25351395
MV4-11	5 μM	Function Assay	72 h	significantly upregulates ZNF382 expression	25319049
OCM1	0.5/1/2 μM	Growth Inhibition Assay	7 d	inhibits cell growth in a dose dependent manner	25146981
OCM1	0.5/1 μM	Function Assay	48 h	decreases clonogenicity dose-dependently	25146981
OCM1	0.5/1 μM	Cell Viability Assay	5 d	decreases radiation-induced cell viability inhibition	25146981
OCM1	0.5/1 μM	Function Assay	48 h	causes global DNA hypomethylation at L-1 repeat loci	25146981
OCM3	0.5/1/2 μM	Growth Inhibition Assay	7 d	inhibits cell growth in a dose dependent manner	25146981
OCM3	0.5/1 μM	Function Assay	48 h	decreases clonogenicity dose-dependently	25146981
OCM3	0.5/1 μM	Function Assay	48 h	decreases invasion dose dependently	25146981
OCM3	0.5/1 μM	Function Assay	48 h	causes global DNA hypomethylation at L-1 repeat loci	25146981
OMM1	0.5/1/2 μM	Growth Inhibition Assay	7 d	inhibits cell growth in a dose dependent manner	25146981
OMM1	0.5/1 μM	Function Assay	48 h	decreases clonogenicity dose-dependently	25146981
OMM1	0.5/1 μM	Function Assay	48 h	decreases invasion dose dependently	25146981
PC3	0.2 μM	Function Assay	4 d	increases the gene expression of IGFBP7, SFRP1 and SLC6A15 combined with GSK126	25477340
PC3	0.2 μM	Growth Inhibition Assay	4 d	decreases the cell growth to 20.3% combined with GSK126	25477340
Raji	0.1-50 μM	Growth Inhibition Assay	12-72 h	inhibits cell growth in a dose dependent manner	26133246
Raji	15 µM	Function Assay	48 h	increases PTPL1 mRNA expression	26133246
SGC-7901	5 μM	Function Assay	72 h	decreases the PRL-3 protein level signifcantly	25475733
SGC-7901	5 μM	Function Assay	72 h	decreases the mRNA expression of PRL-3 significantly	25475733
T47D	0.5 μM	Function Assay	4 d	inhibits tumorsphere formation	24633350
T-cells	5/20 μM	Growth Inhibition Assay	0-48 h	inhibits cell growth in a dose dependent manner	24757283
U937	10 μM	Apoptosis Assay	72 h	induces apoptosis significantly	24680865

5-氮胞苷 /5-Azacytidine {[allProObj[0].p_purity_real_show]}

5-Azacytidine 纯度/质量文件产品仅供科研

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5-Azacytidine 生物活性

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5-Azacytidine 参考文献

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