Cytarabine (U-19920A) Cytarabine (U-19920A， Cytarabin, Ara-C, Arabinofuranosyl Cytidine, Cytosine β-D-arabinofuranoside, Cytosine arabinoside, NSC 63878, NSC 287459) is an antimetabolic agent and DNA synthesis inhibitor with IC50 of 16 nM in wild-type C
In vitro

Cytarabine (AraC) is phosphorylated into a triphosphate form (Ara-CTP) involving deoxycytidine kinase (dCK), which competes with dCTP for incorporation into DNA, and then blocks DNA synthesis by inhibiting the function of DNA and RNA polymerases. Cytarabine displays a higher growth inhibitory activity towards wild-type CCRF-CEM cells compared to other acute myelogenous leukemia (AML) cells with IC50 of 16 nM. Increasing concentrations of Cytarabine (IC50 of 0.69 μM) results in decreased metabolic activity of sensitive rat leukemic cell line RO/1, and the cell toxity can be highly enhanced by transfection with human wt dCK (IC50 of 0.037 μM) but not the inactive, alternatively spliced dCK forms. Cytarabine apparently induces apoptosis of rat sympathetic neurons at 10 μM, of which 100 μM shows the highest toxicity and kills over 80% of the neurons by 84 hours, involving the release of mitochondrial cytochrome-c and the activation of caspase-3, and the toxicity can be attenuated by p53 knockdown and delayed by bax deletion.

In vivo

Cytarabine is highly effective against acute leukaemias, which causes the characteristic G1/S blockage and synchronization, and increases the survival time for leukaemic Brown Norway rats in a weak dose-related fashion indicating that the use of higher dosages of Cytarabine does not contribute to its antileukaemic effectiveness in man. Cytarabine (250 mg/kg) also causes placental growth retardation and increases placental trophoblastic cells apoptosis in the placental labyrinth zone of the pregnant Slc:Wistar rats, which increases from 3 hour after the treatment and peaks at 6 hour before returning to control levels at 48 hour, with remarkably enhanced p53 protein, p53 trancriptional target genes such as p21, cyclinG1 and fas and caspase-3 activity.
Cell Data

cell lines：

Concentrations：~100 μM

Incubation Time：24, 48 and 72 hours

Powder Purity:≥99%

规格

英文别名

Cytarabin, Ara-C, Arabinofuranosyl Cytidine, Cytosine β-D-arabinofuranoside, Cytosine arabinoside, NSC 63878, NSC 287459 | 4-amino-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

规格或纯度

Moligand™, 10mM in Water

英文名称

Cytarabine (U-19920A)

生化机理

胞磷胆碱（U-19920A，Cytarabin，Ara-C，Arabinofuranosyl Cytidine，胞嘧啶β-D-阿拉伯呋喃糖苷，胞嘧啶阿拉伯糖苷，NSC 63878，NSC 287459）是一种抗代谢药和 DNA 合成抑制剂，在野生型 CCRF-CEM 细胞中的 IC50 为 16 nM。阿糖胞苷可诱导细胞自噬和凋亡。

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 聚合酶（α/δ/epsilon）抑制剂

名称和识别符

EC号

205-705-9

分子类型

小分子

Isomeric SMILES

C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O

分子量

243.22

Beilstein号

89175

Reaxy-Rn

753984

Reaxys-RN link address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=753984&ln=

技术文档

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高级数据

产品属性

ALogP	-2.1

关联靶点（人）

MDM2 Tchem E3 泛素蛋白连接酶 Mdm2(E3 ubiquitin-protein ligase Mdm2) (1 活性数据)

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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

比旋光度

158 ° (C=1, H2O)

熔点

214°C

安全和危险性（GHS）

象形图

GHS07, GHS08

信号词

警告

危险声明

H317: 可能引起皮肤过敏反应

H361: 怀疑破坏生育力或未出生的孩子

预防措施声明

P201: 使用前获取特殊说明

P202: 在阅读并理解所有安全预防措施之前，不要进行操作。

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P272: 被污染的工作服不允许离开工作场所

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P302+P352: 如皮肤沾染：用水充分清洗。

P308+P313: 如接触到或有疑虑：求医/就诊。

P333+P313: 如发生皮肤刺激或皮疹：求医/就诊。

P405: 密闭存放

P501: 将内容物/容器处理到。。。

WGK Germany

RTECS

HA5425000

Merck Index

2784

个人防护装备

Eyeshields,Faceshields,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
H2407011	分析证书	C408830

技术文档和文章

DNA损伤和修复

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DNA Damage and Repair

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嘧啶科研选型指南：结构特性、典型应用与试剂/构建块分类导航（表1–表5）

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嘧啶嘧啶碱基

Pyrimidine Research Selection Guide: Structural Features, Typical Applications, and a Reagent/Building-Block Classification Navigator (Tables 1–5)

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