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Merck
CN

SML0305

3-去甲肾上腺素A 盐酸盐

≥97% (HPLC), S-adenosylhomocysteine hydrolase inhibitor, powder

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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关于此项目

经验公式（希尔记法）:
C12H14N4O3 · HCl
化学文摘社编号:
120964-45-6
分子量:
298.73
UNSPSC Code:
12352200
PubChem Substance ID:
329825310
NACRES:
NA.77
MDL number:
MFCD18782644
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated

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产品名称

3-去甲肾上腺素A 盐酸盐, ≥97% (HPLC)

SMILES string

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

assay

≥97% (HPLC)

form

powder

optical activity

[α]/D -88 to -108°, c = 0.1 in water

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

相关类别

Application

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。

Biochem/physiol Actions

3-Deazaneplanocin A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。
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。

Features and Benefits

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。

General description

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。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000216957
0000216956
0000206982
0000206982
0000216957

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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)
Downregulation of enhancer of Zeste Homolog 2 (EZH2) is essential for the induction of autophagy and apoptosis in colorectal cancer cells
Yao Y, et al.
Genes, 7(10), 83-83 (2016)
Epigenetic silencing of T H 1-type chemokines shapes tumour immunity and immunotherapy
Peng D, et al.
Nature, 527(7577), 249-249 (2015)
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
3-Deazaneplanocin A induces massively increased interferon-alpha production in Ebola virus-infected mice
Bray M, et al.
Antiviral research, 55(1), 151-159 (2002)
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