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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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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 (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)
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)
Anna Nowicka et al.
The Plant journal : for cell and molecular biology, 102(1), 68-84 (2019-11-17)
Repetitive DNA sequences and some genes are epigenetically repressed by transcriptional gene silencing (TGS). When genetic mutants are not available or problematic to use, TGS can be suppressed by chemical inhibitors. However, informed use of epigenetic inhibitors is partially hampered
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