5-阿扎胞苷

CAS: 320-67-2 货号: A755608 分子式: C8H12N4O5 分子量: 244.2 Beilstein号: 620461 EC号: 206-280-2
有货
级别和纯度: BioReagent ? 生物试剂级(BioReagent)—— 经测试适用于生命科学和分子生物学。适用于需要生物相容性的细胞培养、检测和生化工作。 适用于杂交瘤 ? 适用于杂交瘤 —— 适合杂交瘤培养和单克隆抗体生产。适用于融合、克隆和分泌抗体的细胞培养。 γ-irradiated ? γ 辐照 —— 经伽马辐照灭菌,确保无菌。适用于需终端灭菌的一次性生物工艺和培养用品。 lyophilized powder
储存条件
-20°C储存
运输条件
超低温运输
★
规格
库存
价格
数量
1vial
A755608-1vial
期货 Stock Image
¥918.90
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为什么选择此级别

BioReagent,γ-irradiated,适用于杂交瘤 级 ,适用于对基线干扰要求严格的色谱和分析工作流程。

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储存与运输

-20°C储存。超低温运输 。请查阅批次 COA 获取详细规格。

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质量文档

SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。

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文献证明

在色谱分析、有机合成和交叉偶联反应领域已被 19 篇同行评审文献引用。

概述

5-氮杂胞苷可用于诱导成人骨髓间充质干细胞的体外心肌向分化。它也可用于研究5-氮杂胞苷对骨髓来源的免疫调节性抑制细胞(MDSC)和调节性T细胞(Treg)的影响。用于研究DNA掺入分子对DNA甲基化过程的影响。应用:

化学结构:核苷

Chemical structure: nucleoside
Application:
5-Azacytidine may be used to induce in vitro cardiomyogenic differentiation of adult human bone marrow mesenchymal stem cells. It may also be used to study the effects of 5-Azacytidine on the immune regulatory myeloid-derived suppressor cells (MDSCs) and regulatory T cells (Tregs).
Used to study the effects of the DNA incorporated molecule on DNA methylation processes.

规格

规格或纯度
γ-irradiated, BioReagent, 适用于杂交瘤, lyophilized powder
英文名称
5-Azacytidine
生化机理
5-氮杂胞苷是脱氧胞苷类似物和去甲基化剂。它可作为急性骨髓性白血病的潜在抗肿瘤药。5-氮杂胞苷通过抑制DNA甲基化来激活被抑制的基因。5-氮杂胞苷还通过改变RNA功能和稳定性来影响蛋白质合成。一种强效生长抑制剂及细胞毒素剂,抑制 DNA 甲基转移酶,一种基因表达、基因激活和沉默的重要调节机制。
储存条件
-20°C储存
运输条件
超低温运输
名称和识别符
EC号
206-280-2
分子类型
小分子
IUPAC Name
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
INCHI
1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
InChi Key
NMUSYJAQQFHJEW-KVTDHHQDSA-N
Smiles
C1=NC(=NC(=O)N1C2C(C(C(O2)CO)O)O)N
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

📋 安全数据表 (SDS)

全面的危险、操作、储存及法规合规文件。

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🔬 规格说明书

该级别的完整质量属性和验收标准。

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高级数据

系统学分类

分类树(Taxonomy Tree)

界(kingdom) 有机化合物
超类(Superclass) 有机氧化合物
类(Class) 有机氧化合物
亚类(Subclass) 碳水化合物和碳水化合物结合物
中间层级节点(Intermediate Tree Nodes) 糖基化合物
直接上位类(Direct Parent) 糖胺
其他上位类(Alternative Parents) 戊糖  三嗪酮  氨基三嗪类  1,3,5-三嗪  四氢呋喃  杂芳族化合物  仲醇  氧环化合物  氮杂环化合物  伯胺  伯醇  有机光子化合物  有机氧化物  碳氢化合物衍生物  
分子骨架(Molecular Framework) 芳香族杂单环化合物
取代基(Substituents) 1,3,5-三嗪 - 羟基苯甲酸酯 - 氨基酸 - 氨基-1,3,5-三嗪 - 氨基三嗪 - 芳香族杂单环化合物 - 氮杂环 - 杂芳香族化合物 - 烃衍生物 - 单糖 - N-羧酰胺基-α-氨基酸或其衍生物 - 有机硝基化合物 - 有机氧化物 - 有机杂环化合物 - 有机氮化合物 - 有机氮化合物 - 氧杂环 - 五碳单糖 - 初级醇 - 初级胺 - 醛基 - 四氢呋喃 - 三嗪 - 三嗪酮
描述(Description) 该化合物属于有机化合物中的糖基胺类。这类化合物由胺与碳水化合物通过β-N-糖苷键连接,形成环状半醛醚键(α-氨基醚)。
外部描述符(External Descriptors) nucleoside analogue - N-glycosyl-1,3,5-triazine
三维结构
交互式化学结构模型





产品属性
ALogP -2.2
化学和物理性质
溶解性
acetic acid: water (1:1): 5 mg/mL, clear, colorless
熔点
228-230°C
分子量
244.200 g/mol
XLogP3
-2.200
氢键供体数Hydrogen Bond Donor Count
4
氢键受体数Hydrogen Bond Acceptor Count
5
可旋转键计数Rotatable Bond Count
2
精确质量Exact Mass
244.081 Da
单同位素质量Monoisotopic Mass
244.081 Da
拓扑极表面积Topological Polar Surface Area
141.000 Ų
重原子数Heavy Atom Count
17
形式电荷Formal Charge
0
复杂度Complexity
384.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
4
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
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
3
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
质检证书(CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:
技术文档和文章
表观遗传调控剂
Epigenetic Modifiers
适用于杂交瘤的试剂
Reagents Suitable for Hybridoma
γ-irradiated级
γ-irradiated Grade
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)
Pyrimidine Research Selection Guide: Structural Features, Typical Applications, and a Reagent/Building-Block Classification Navigator (Tables 1–5)
细胞核酸代谢与调控酶在基因表达、RNA稳态与免疫防御中的功能体系综述
A Functional Systems Review of Cellular Nucleic Acid Metabolism and Regulatory Enzymes in Gene Expression, RNA Homeostasis, and Immune Defense
一碳代谢酶介导的氧化应激与表观遗传调控在心血管疾病中的作用
Roles of One-Carbon Metabolism Enzymes in Oxidative Stress and Epigenetic Regulation in Cardiovascular Diseases
核苷代谢相关酶在药物响应与疾病生物学中的功能体系
Functional Systems of Nucleoside Metabolism-Related Enzymes in Drug Response and Disease Biology
光合电子传递末端还原力分配与代谢需求耦联机制
Coupling Mechanisms Between Terminal Reducing-Power Allocation in Photosynthetic Electron Transport and Metabolic Demand
表观遗传酶的非经典功能与线粒体代谢调控
Noncanonical Functions of Epigenetic Enzymes and Regulation of Mitochondrial Metabolism
三维染色质结构重塑与生理性衰老机制
Three-Dimensional Chromatin Architecture Remodeling and Mechanisms of Physiological Aging
DNA 序列不变,基因表达为何改变?表观遗传调控的核心机制与研究方法
If the DNA Sequence Remains Unchanged, Why Does Gene Expression Change? Core Mechanisms and Research Methods of Epigenetic Regulation
5mC DNA甲基化的调控机制
Regulatory Mechanisms of 5mC DNA Methylation
此产品的引用文献
引用文献
1. Yusha Huang, Longcheng Gong, Chengli Xie, Wenling Qin, Min Wang, Lianzhe Hu, Zhining Xia.  (2025)  Anchoring biomimetic Zn site in metal–organic framework nanozyme to enhance phosphatase-like catalytic activity for discrimination of organophosphorus pesticides.  CHEMICAL ENGINEERING JOURNAL,  [10.1016/j.cej.2025.160046]
2. Xiaomei Du, Qi Xiao, Li Yang, Yiyi Shan, Yueqing Hu, Wenbin Bao, Shenglong Wu, Zhengchang Wu.  (2025)  DNMT3B inhibits PCV2 replication via targeting TMEM37 to regulate Ca2 + influx in PK15 cells.  VETERINARY MICROBIOLOGY,  [PMID:40112691] [10.1016/j.vetmic.2025.110480]
3. Daoxi Qi, Fan Wang, Xiaokang Zhang, Boyu Li, Wenjie Zhou, Shuyang Sheng, Ruiyang Zhu, Liang Cao, Chang Zhao, Xinyu Deng, Tanglin Ouyang, Fang Zheng.  (2025)  Epigenetic upregulation of CLEC5A contributes to monocyte/macrophage dysfunction in coronary artery disease.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  [PMID:40147659] [10.1016/j.ijbiomac.2025.142471]
4. Yiyi Shan, Qi Xiao, Kongwang He, Shenglong Wu, Wenbin Bao, Zhengchang Wu.  (2024)  Identification of the Effects of 5-Azacytidine on Porcine Circovirus Type 2 Replication in Porcine Kidney Cells.  Veterinary Sciences,  11  (3): (135).  [PMID:38535869] [10.3390/vetsci11030135]
5. Gui-Bo Liu, Yong-Xia Cheng, Hua-Min Li, Yong Liu, Li-Xin Sun, Qi Wu, Shang-Fu Guo, Ting-Ting Li, Chuan-Ling Dong, Ge Sun.  (2023)  Ghrelin promotes cardiomyocyte differentiation of adipose tissue‑derived mesenchymal stem cells by DDX17‑mediated regulation of the SFRP4/Wnt/β‑catenin axis.  Molecular Medicine Reports,  28  (3): (1-14).  [PMID:37449526] [10.3892/mmr.2023.13050]
6. Jialan Zhang, Yufeng Chen, Shaojin Wang, Yingbao Liu, Li Li, Mengxiang Gao.  (2023)  Role of histone H3K4 methyltransferase in regulating Monascus pigments production by red light-coupled magnetic field.  PHOTOCHEMISTRY AND PHOTOBIOLOGY,  [PMID:37032633] [10.1111/php.13809]
7. An Yaqian, Yu Zhiqi, Liu Di, Han Lirong, Zhang Xian, Xin Xuelian, Li Cuiping.  (2023)  HpaII-assisted and linear amplification-enhanced isothermal exponential amplification fluorescent strategy for rapid and sensitive detection of DNA methyltransferase activity.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  415  (12): (2271-2280).  [PMID:36961574] [10.1007/s00216-023-04647-1]
8. Shuneng Zhou, Chao Chen, Junfeng Yang, Lirui Liao, Zekun Wang, Dong Wu, Jiaru Chu, Li Wen, Weiping Ding.  (2022)  On-Demand Maneuvering of Diverse Prodrug Liquids on a Light-Responsive Candle-Soot-Hybridized Lubricant-Infused Slippery Surface for Highly Effective Toxicity Screening.  ACS Applied Materials & Interfaces,  [PMID:35791814] [10.1021/acsami.2c06973]
9. Shanshan Wang, Yan Qin, Qiuyu Wen, Quan Xia, Ruoyu Gu, Sheng Wang, GuanJun Chen, Chao Tan, Chenlin Shen, Shuai Song.  (2022)  Intestinal microbiota-mediated biotransformations alter the pharmacokinetics of the major metabolites of azathioprine in rats after oral administration.  Drug Metabolism and Pharmacokinetics,  [PMID:35569194] [10.1016/j.dmpk.2022.100458]
10. Chengyang Cao, Huimin Liu, Dan Zhang, Kai Zhu, Aijun Li, Linling Wang, Hongyun Hu.  (2021)  Investigation on the decomposition mechanism and kinetic behavior of 5-aminotetrazole with metal oxide produced by added coolants.  FUEL,  [10.1016/j.fuel.2021.121315]
11. Junyu Nie, Peng Xiao, Xuefang Wang, Xiaogan Yang, Huiyan Xu, Kehuan Lu, Shengsheng Lu, Xingwei Liang.  (2018)  Melatonin prevents deterioration in quality by preserving epigenetic modifications of porcine oocytes after prolonged culture.  Aging-US,  [PMID:30530915] [10.18632/aging.101680]
12. Qing Wang, Pu Wang, Hong Zhou, Yan Hu, Chengshen Xie, Fei Gao, Ningjie Ma, Haoli Hou, Hao Zhang, Lijia Li.  (2017)  5-Azacytidine specifically inhibits the NIH-3T3 PCD process induced by TNF-alpha and cycloheximide via affecting BCL-XL.  JOURNAL OF CELLULAR BIOCHEMISTRY,  119  (2): (1501-1510).  [PMID:28777484] [10.1002/jcb.26310]
13. Huimin Xie, Lin Ma, Xiaoli He, Songsong Zhao, Jin Wang, Ao Zhu, Changming Liu, Olga Piskareva, Chao Deng, Fenghua Meng, Mi Liu.  (2025)  Elevating MHC I expression on tumor cells by nanovesicles loading tyrosine kinase inhibitors can improve the efficacy of cancer vaccines.  Frontiers in Immunology,  [PMID:41019037] [10.3389/fimmu.2025.1653533]
14. Songling Zhu, Yuting He, Wei Wang, Yanlei Jiao, Ziqiong Xu, Shaohui You, Chong Yu, Jiayi Ao, Mengran Long, Jihong Ren, Hongli Zhang, Shu-Lin Liu, Hongxia Bao, Shuang Wang.  (2025)  KAZN methylation as a potential diagnostic and prognostic marker in non-small cell lung cancer.  iScience,  [PMID:41126879] [10.1016/j.isci.2025.113585]
15. Lingjun Geng, Jingcheng Huang, Haowei Dong, Haifang Wang, Rui Xu, Zhiping Yu, Ibrahim A. Darwish, Yemin Guo, Xia Sun.  (2025)  GO-SELEX-enhanced dual-recognition sensor for highly specific detection of azamethiphos.  JOURNAL OF HAZARDOUS MATERIALS,  [PMID:40222065] [10.1016/j.jhazmat.2025.138252]
16. Zhang Xiaoxiao, Zhu Lili, Xu Zihan, Wang Zhimin, Dai Liping.  (2025)  Characterization and differential expression of DNA methyltransferase and demethylase genes in response to abiotic stress in Isodon rubescens.  BMC PLANT BIOLOGY,  25  (1): (1-19).  [PMID:40468179] [10.1186/s12870-025-06769-3]
17. Siyu Chen, Yiwen Zhang, Shuang Liu, Juan Ma, Huiling Wang, Wei Chang, Hengfeng Li, Xiaochun Ding, Xuejun Pan, Xuewu Duan.  (2025)  Transcriptome and DNA methylome analyses of the effects of postharvest 5-azacytidine treatment on pigment and ascorbic acid metabolism in Rosa roxburghii fruit.  POSTHARVEST BIOLOGY AND TECHNOLOGY,  [10.1016/j.postharvbio.2025.114024]
18. Guoying Yuan, Dan Wang, Chaoguang Yu, Jianfeng Hua, Yunlong Yin, Tingting Chen.  (2025)  5-AzaCytidine Promotes Somatic Embryogenesis of Taxodium Hybrid ‘Zhongshanshan’ by Regulating Redox Homeostasis.  Plants-Basel,  14  (9): (1354).  [PMID:40364382] [10.3390/plants14091354]
19. Yanhong Guo, Shuhao Xu, Xue Guo, Jing Xu, Zhenyu Li, Ying Wang, Zhenhao Li, Zheyong Xue.  (2026)  Synergistic effects of exogenous inducers on ganoderic acid accumulation in Ganoderma lucidum: optimization and transcriptomic analysis.  Medicinal Plant Biology,  5  (1): [10.48130/mpb-0025-0039]
溶液计算器

常见问题

什么是「适用于杂交瘤」?
「适用于杂交瘤」表示该产品经过加工和检测,适用于细胞培养和组织工程。规格可能包括内毒素限值、微生物控制、无菌性、低 DNase/RNase/蛋白酶活性,以及在相关情况下的生物活性验证。
什么是「BioReagent」?
「BioReagent」表示该产品经过加工和检测,适用于生物和生化应用。规格可能包括内毒素限值、微生物控制、无菌性、低 DNase/RNase/蛋白酶活性,以及在相关情况下的生物活性验证。
本产品应如何储存?
请于?20 °C条件下保存。需冷冻保存以维持规定的有效期。
本产品如何运输?
本产品采用保温箱配冰袋运输。收货后请立即拆包,并按上述储存条件保存。
本产品的 CAS 号、分子式和分子量是多少?
本产品的 CAS 号为 320-67-2,分子式为 C8H12N4O5,分子量为 244.2 g/mol。InChIKey NMUSYJAQQFHJEW-KVTDHHQDSA-N。
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每个订单都会随附分析证书(COA),您也可以从账户订单历史中下载。如需订购前的COA,请联系您的客户代表,或使用PDP上的"申请COA"按钮——我们将提供代表性批次的COA。