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Merck
CN

D1916

Sigma-Aldrich

5,6-二氯苯并咪唑 1-β-D-核苷

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别名:
5,6-二氯-1-β-D-呋喃基苯并咪唑, 5,6-二氯苯并咪唑核糖苷, DRB
经验公式(希尔记法):
C12H12Cl2N2O4
CAS号:
分子量:
319.14
Beilstein:
39123
MDL编号:
UNSPSC代码:
12352200
eCl@ss:
32151902
PubChem化学物质编号:
NACRES:
NA.77

形式

powder

质量水平

储存温度

−20°C

SMILES字符串

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3cc(Cl)c(Cl)cc23

InChI

1S/C12H12Cl2N2O4/c13-5-1-7-8(2-6(5)14)16(4-15-7)12-11(19)10(18)9(3-17)20-12/h1-2,4,9-12,17-19H,3H2/t9-,10-,11-,12-/m1/s1

InChI key

XHSQDZXAVJRBMX-DDHJBXDOSA-N

基因信息

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应用

5,6-二氯苯并咪唑1-β-D-呋喃核苷用作:
  • 抑制剂,抑制小鼠黑色素瘤细胞RNA聚合酶II
  • 抑制人前列腺上皮细胞系细胞周期蛋白 D1 mRNA合成
  • 抑制Jurkat细胞白介素-2基因转录

生化/生理作用

5,6-二氯苯并咪唑1-β-D-呋喃核苷(DRB),一种核苷类似物,可通过磷酸化 RNA聚合酶II C端结构域,使其失活,停止mRNA合成 还能干扰DNA拓扑异构酶II,能调节对细胞因子的应答,通过RNA修饰阻断人免疫缺陷病毒(HIV)。它还抑制细胞周期蛋白依赖性激酶(CDK)7和9,促进白血病细胞凋亡。可作为治疗剂治疗癌症。
RNA合成抑制剂;可导致转录提前终止。 CK2(酪蛋白激酶-2)抑制剂。

特点和优势

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WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Lisa Fish et al.
Genes & development, 30(4), 386-398 (2016-02-18)
Post-transcriptional deregulation is a defining feature of metastatic cancer. While many microRNAs have been implicated as regulators of metastatic progression, less is known about the roles and mechanisms of RNA-binding proteins in this process. We identified muscleblind-like 1 (MBNL1), a
M Ljungman et al.
Oncogene, 18(3), 583-592 (1999-02-16)
The mechanisms by which the p53 response is triggered following exposure to DNA-damaging agents have not yet been clearly elucidated. We and others have previously suggested that blockage of RNA polymerase II may be the trigger for induction of the
Lilija Brant et al.
Molecular systems biology, 12(12), 891-891 (2016-12-13)
Mammalian interphase chromosomes fold into a multitude of loops to fit the confines of cell nuclei, and looping is tightly linked to regulated function. Chromosome conformation capture (3C) technology has significantly advanced our understanding of this structure-to-function relationship. However, all
NELF, a multisubunit complex containing RD, cooperates with DSIF to repress RNA polymerase II elongation
Yamaguchi Y, et al.
Cell, 97(1), 41-51 (1999)
Rates of in situ transcription and splicing in large human genes
Singh J and Padgett RA
Nature Structural and Molecular Biology, 16(11), 1128-1128 (2009)

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