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重要文件

A3656

Sigma-Aldrich

5-氮杂-2′-脱氧胞苷

≥97% (HPLC), powder, DNA methyltransferase inhibitor

同義詞:

2′-脱氧-5-氮杂胞苷, 4-氨基-1-(2-脱氧-β-D-呋喃核糖基)-1,3,5-三嗪-2(1H)- 酮, 地西他滨

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About This Item

經驗公式(希爾表示法):
C8H12N4O4
CAS號碼:
分子量::
228.21
Beilstein:
617982
EC號碼:
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

product name

5-氮杂-2′-脱氧胞苷, ≥97%

品質等級

化驗

≥97%

形狀

powder

溶解度

acetic acid: water (1:1): 50 mg/mL

起源

Eisai

SMILES 字串

NC1=NC(=O)N(C=N1)[C@H]2C[C@H](O)[C@@H](CO)O2

InChI

1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1

InChI 密鑰

XAUDJQYHKZQPEU-KVQBGUIXSA-N

基因資訊

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一般說明

5-氮杂-2′-脱氧胞苷是一种DNA次甲基化剂,可刺激白血病细胞分化和凋亡。它是一种2′-脱氧胞苷类似物。5-氮杂-2′-脱氧胞苷用于治疗慢性粒细胞单核细胞白血病、难治性贫血、骨髓增生异常综合症和急性髓细胞性白血病。
5-Aza-2′-deoxycytidine, also known as Decitabine, is a DNA-hypomethylating agent that promotes differentiation and apoptosis in leukemic cells. It is a 2′-deoxycytidine analog that causes DNA demethylation or hemi-demethylation, which can regulate gene expression by "opening" the chromatin structure, making it more sensitive to nucleases. This chromatin remodeling allows transcription factors to bind to promoter regions, facilitating the assembly of the transcription complex and subsequent gene expression. As an epigenetic modifier, Decitabine inhibits DNA methyltransferase activity, leading to DNA hypomethylation and gene activation. The reactivation of genes is further enhanced when demethylation is combined with histone hyperacetylation. Decitabine is used to treat chronic myelomonocytic leukemia, refractory anemia, myelodysplastic syndrome, and acute myeloid leukemia.

應用

5-氮杂-2′-脱氧胞苷已被用作乳腺癌细胞系、染色质、DNA和p16基因启动子区域的脱甲基剂。

生化/生理作用

5′-脱氧杂氮胞苷可引起DNA去甲基化或半去甲基化。DNA去甲基化可通过随着提高的核酸酶活性而“打开”染色质的结构来调控基因的表达。这种染色质结构的重塑可实现转录因子与启动子区域的结合、转录复合物的组装及基因表达。地西他滨是一种表观遗传修饰因子,可抑制DNA甲基转移酶活性而重塑“开放的”染色质,导致DNA去甲基化(低甲基化)和基因活化。当去甲基化与组蛋白超乙酰化组合时,基因会被协同重新激活。

特點和優勢

该化合物是基因调控研究的特色产品。点击此处以了解更多的基因调控特色产品。可访问sigma.com/discover-bsm了解更多关于用于其他研究领域生物活性小分子。
该化合物由Eisai开发。如需浏览其他药物开发的化合物和批准的药物/候选药物清单,请单击此处

準備報告

When prepared properly, there may be a small amount of undissolved substance.

象形圖

Health hazardExclamation mark

訊號詞

Danger

危險分類

Acute Tox. 4 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

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

dust mask type N95 (US), Eyeshields, Gloves


分析證明 (COA)

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文章

Bis-Tris gels and buffers for superior protein resolution compared to traditional tris-glycine gels.

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