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Merck
CN
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文件

SML0305

Sigma-Aldrich

3-去甲肾上腺素A 盐酸盐

≥97% (HPLC)

别名:

(-)-1-[(1R,4R,5S)-3-3-（羟甲基）-4,5-二羟基-2-环戊烯-1-基]-4-氨基咪唑并[4,5-c]吡啶 盐酸盐, DZNep 盐酸盐

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About This Item

经验公式（希尔记法）:
C12H14N4O3 · HCl
CAS号:
120964-45-6
分子量:
298.73
MDL编号:
MFCD18782644
UNSPSC代码:
12352200
PubChem化学物质编号:
329825310
NACRES:
NA.77

质量水平

100

检测方案

≥97% (HPLC)

形式

powder

旋光性

[α]/D -88 to -108°, c = 0.1 in water

储存条件

desiccated

颜色

white to beige

溶解性

H2O: ≥5 mg/mL

运输

wet ice

储存温度

−20°C

SMILES字符串

Cl.Nc1nccc2n(cnc12)[C@@H]3C=C(CO)[C@@H](O)[C@H]3O

InChI

1S/C12H14N4O3.ClH/c13-12-9-7(1-2-14-12)16(5-15-9)8-3-6(4-17)10(18)11(8)19;/h1-3,5,8,10-11,17-19H,4H2,(H2,13,14);1H/t8-,10-,11+;/m1./s1

InChI key

UNSKMHKAFPRFTI-FDKLLANESA-N

一般描述

3-去氮腺嘌呤A盐酸盐是腺苷的碳环类似物。 它具有抗转移特性。它可用于治疗埃博拉病毒疾病、胃癌、骨髓瘤和淋巴瘤。

应用

3-去氮腺嘌呤A盐酸盐已用于测试其对卵巢肿瘤进展的影响。它也已用作c33A2细胞中的S-腺苷高半胱氨酸水解酶（SAH）抑制剂。
3-去氮腺嘌呤A盐酸盐已用于考察自噬和凋亡在结直肠癌（CRC）细胞中的潜在作用。

生化/生理作用

3-Deazaneplanocin A（DZNep）是一种S-腺苷高半胱氨酸水解酶抑制剂和组蛋白甲基转移酶EZH2抑制剂。它通过抑制EZH2的表达来打开抑制的肿瘤抑制基因并诱导细胞凋亡。

特点和优势

这种化合物是基因调控研究的特色产品。点击此处发现更多特色基因调控产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

分析证书(COA)

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3-Deazaneplanocin A (DZNep), an inhibitor of S-adenosylmethionine-dependent methyltransferase, promotes erythroid differentiation
Fujiwara T, et al.
The Journal of Biological Chemistry, 289(12), 8121-8134 (2014)
Song-Hee Kim et al.
Biomolecules, 11(4) (2021-05-01)
EPHA3, a member of the EPH family, is overexpressed in various cancers. We demonstrated previously that EPHA3 is associated with radiation resistance in head and neck cancer via the PTEN/Akt/EMT pathway; the inhibition of EPHA3 significantly enhances the efficacy of
Epigenetic silencing of T H 1-type chemokines shapes tumour immunity and immunotherapy
Peng D, et al.
Nature, 527(7577), 249-249 (2015)
3-Deazaneplanocin A (DZNep), an inhibitor of the histone methyltransferase EZH2, induces apoptosis and reduces cell migration in chondrosarcoma cells
Girard N, et al.
Testing, 9(5), e98176-e98176 (2014)
Chengfa Zhao et al.
Reproduction (Cambridge, England), 157(4), 359-369 (2019-02-08)
Somatic cell nuclear transfer in mammalian cloning suffers from a faulty epigenetic reprogramming, which is believed to cause developmental failures in cloned embryos. Regulating the epigenetic-modifying enzymes can rescue the chromatin of cloned embryos from aberrant epigenetic status, thereby potentially
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