跳轉至內容
Merck
全部照片(4)

重要文件

檢視所有文件

A2385

Sigma-Aldrich

5-阿扎胞苷

≥98% (HPLC), powder, DNA methyltransferase inhibitor

同義詞:

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

登入查看組織和合約定價
全部照片(4)

About This Item

經驗公式（希爾表示法）:
C8H12N4O5
CAS號碼:
320-67-2
分子量：:
244.20
Beilstein:
620461
EC號碼:
206-280-2
MDL號碼:
MFCD00006539
分類程式碼代碼:
12352200
PubChem物質ID:
24278211
NACRES:
NA.77
暫時無法取得訂價和供貨情況

產品名稱

5-阿扎胞苷, ≥98% (HPLC)

化驗

≥98% (HPLC)

形狀

powder

mp

226-232 °C (dec.) (lit.)

抗生素活性譜

viruses

作用方式

DNA synthesis | interferes

起源

Celgene

儲存溫度

−20°C

SMILES 字串

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 密鑰

NMUSYJAQQFHJEW-KVTDHHQDSA-N

基因資訊

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

尋找類似的產品？ 前往 產品比較指南

一般說明

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）。[1]
化学结构:核苷

應用

5-氮杂胞苷已被用于：
  • 细胞诱导[2]
  • 研究其对牛胚胎间充质干细胞（bfMSC）的影响[3]
  • 研究其对人骨髓基质细胞（hBMSC）的影响[4]
  • 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[5]
  • 干扰DNA甲基化和组蛋白乙酰化[6]
  • 确定其对对照成纤维细胞转化的影响[7]
  • 用于光学相干断层扫描（OCT）和荧光素血管造影（FA)[8]
  • 重新激活Sal-like蛋白（SALL）3的表达[9]

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。[10]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。[11]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。[12]
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。
强效生长抑制剂及细胞毒素剂，抑制 DNA 甲基转移酶。

特點和優勢

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。

訊號詞

Danger

危險分類

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

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

個人防護裝備

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

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
BCCL2712
BCCL2690
WXBF4142V
BCCL1864
BCCF1285

未看到正確版本？

如果您需要一個特定的版本，您可以透過批號來尋找特定憑證。

搜尋 COA

已經擁有該產品？

您可以在文件庫中找到最近購買的產品相關文件。

存取文件庫

Epigenetic modifications in hyperhomocysteinemia: potential role in diabetic retinopathy and age-related macular degeneration
Elmasry K, et al.
Testing, 9(16), 12562-12562 (2018)
Epigenetic silencing of SALL3 is an independent predictor of poor survival in head and neck cancer
Misawa K, et al.
Clinical epigenetics, 9(1), 64-64 (2017)
Myogenic differentiation potential of mesenchymal stem cells derived from fetal bovine bone marrow
Okamura LH, et al.
Animal Biotechnology, 29(1), 1-11 (2018)
Dexamethasone regulates EphA5, a potential inhibitory factor with osteogenic capability of human bone marrow stromal cells
Yamada T, et al.
Stem Cells International, 2016 (2016)
Functional striated muscle cells from non-myoblast precursors following 5-azacytidine treatment
Constantinides PG, et al.
Nature, 267(5609), 364-364 (1977)
查看所有相關論文

文章

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

發現基因調控的生物活性小分子

我們提供各種小分子研究工具，例如轉錄因子調節劑、染色質修飾酵素的抑制劑，以及用於基因調控研究中靶點鑑定和驗證的激效劑/拮抗劑；以下是這些研究工具的精選。

Questions

1–6 of 6 Questions  

  1. Is Product A2385 soluble in DMSO?

    1 answer

    1. Yes it is soluble in DMSO. In the publication "Cancer Res., 61, 6331-6334 (2001)" by A. Chetcuti et al., there are further details on the preparation of a 5 micromolar working concentration from a 5 Molar freshly prepared stock solution in DMSO.

      Helpful?

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

    1 answer

    1. 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.

      Helpful?

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

    1 answer

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

      Helpful?

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

    1 answer

    1. 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.

      Helpful?

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

    1 answer

    1. 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.

      Helpful?

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

    1 answer

    1. 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.

      Helpful?

Reviews

No rating value

Active Filters

我們的科學家團隊在所有研究領域都有豐富的經驗，包括生命科學、材料科學、化學合成、色譜、分析等.

聯絡技術服務