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文件

A2385

Sigma-Aldrich

5-阿扎胞苷

≥98% (HPLC)

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别名:
5-氮杂胞嘧啶核苷, 4-氨基-1-(β-D-呋喃核糖基)-1,3,5-三嗪-2(1H)-酮, 阿扎胞苷
经验公式（希尔记法）:
C8H12N4O5
CAS号:
320-67-2
分子量:
244.20
Beilstein:
620461
EC 号:
206-280-2
MDL编号:
MFCD00006539
PubChem化学物质编号:
24278211
NACRES:
NA.77

检测方案

≥98% (HPLC)

形式

powder

mp

226-232 °C (dec.) (lit.)

抗生素抗菌谱

viruses

作用机制

DNA synthesis | interferes

创始人

Celgene

储存温度

−20°C

SMILES string

NC1=NC(=O)N(C=N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

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

Gene Information

human ... DNMT1(1786) , DNMT3A(1788) , DNMT3B(1789)

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一般描述

5-氮杂胞苷是胞苷的化学类似物。它起低甲基化剂 （hypomethylating agent）的作用。5-氮杂胞苷用于治疗骨髓增生异常综合征（MDS）。
化学结构:核苷

应用

5-氮杂胞苷已被用于：
  • 细胞诱导
  • 研究其对牛胚胎间充质干细胞（bfMSC）的影响
  • 研究其对人骨髓基质细胞（hBMSC）的影响
  • 研究其对DNA甲基转移酶1（DNMT1）和Ras蛋白样激活剂 1（RASAL1）表达的影响
  • 干扰DNA甲基化和组蛋白乙酰化
  • 确定其对对照成纤维细胞转化的影响
  • 用于光学相干断层扫描（OCT）和荧光素血管造影（FA)
  • 重新激活Sal-like蛋白（SALL）3的表达

生化/生理作用

5-氮杂胞苷（Aza-CR）有望成为急性骨髓性白血病的化疗方案。该药物具有选择性增加γ-球蛋白合成的能力。 因此，5-氮杂胞苷可用于治疗重度β-地中海贫血。Aza-CR可用作强效的抑菌、抗肿瘤和诱变剂。此外，它还表现出各种生物学活性，如免疫抑制、抗有丝分裂、辐射防护和抑制病毒作用。
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。
导致DNA去甲基化或半去甲基化，形成一个开口，使转录因子与DNA结合，并重新激活肿瘤抑制基因。

特点和优势

该化合物是基因调控研究的推荐产品。点击此处查看更多特色基因调控产品。在sigma.com/discover-bsm 上了解有关生物活性小分子在其他研究领域的更多信息。
该化合物由 Celgene开发。要浏览其他药物开发的化合物和已批准药物/候选药物的列表，请单击此处。

警示用语：

Danger

危险分类

Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 1A - Muta. 2 - Repr. 1B - STOT RE 1

储存分类代码

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solution stability of Product No. A2385? That is, how should I store solutions of 5-Azacytidine?

    We generally don't recommend storing solutions, since it has such poor solution stability. In Cancer Res., 61, 6331-6334 (2001), A. Chetcuti et al. describe preparing a 5 micromolar working concentration from a 5 Molar freshly prepared stock solution in DMSO.

  6. What is Product No. A2385 (5-Azacytidine) used for?

    This nucleoside analog has been used variously as an antitumor agent and as a mutagenic agent.

  7. I need to perform an identity test on Product No. A2385 (5-Azacytidine). What would you recommend?

    This means that each lot is tested according to the list of tests (left hand column), and must meet or exceed the specifications (right hand column). HPLC. The elemental analyses for carbon and nitrogen content are identity tests (albeit not absolutely conclusive identity tests). I would say that the HPLC, using a previous lot of A2385 as a control sample, provides the best evidence for identity and purity.

  8. I just need to perform a purity assay on Product No. A2385 (5-Azacytidine). What would you recommend?

    We assay the purity of this product by HPLC. If you would like to obtain a copy of our HPLC parameters/method, please contact your local Sigma-Aldrich Technical Service group.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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