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D1916

Sigma-Aldrich

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside

≥98% (HPLC), powder, RNA synthesis inhibitor

Sinónimos:

5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, 5,6-Dichlorobenzimidazole riboside, DRB

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About This Item

Fórmula empírica (notación de Hill):
C12H12Cl2N2O4
Número de CAS:
53-85-0
Peso molecular:
319.14
Beilstein:
39123
Número MDL:
MFCD00036785
Código UNSPSC:
12352200
eCl@ss:
32151902
ID de la sustancia en PubChem:
24278361
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nombre del producto

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside,

Formulario

powder

Nivel de calidad

200

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

XHSQDZXAVJRBMX-DDHJBXDOSA-N

Información sobre el gen

human ... CSNK2A1(1457) , CSNK2B(1460)

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Categorías relacionadas

Aplicación

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside has been used:
  • as an inhibitor of RNA polymerase II in mouse melanoma cells[1]
  • for the inhibition of cyclin D1 mRNA synthesis in human prostate epithelial cell lines[2]
  • in the inhibition of interleukin-2 gene transcription in Jurkat cells[3]

Acciones bioquímicas o fisiológicas

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside (DRB), a nucleoside analog that halts mRNA synthesis[4] by phosphorylation of the C-terminal domain of RNA polymerase II, making it inactive.[5] It also interferes with the DNA topoisomerase II, may modulate response to cytokines and blocks the human immunodeficiency virus (HIV) via RNA modification.[6] It also inhibits cyclin-dependent kinases (CDKs) 7 and 9 and favors apoptosis in leukemic cells. It may serve as a therapeutic agent in treating cancer.[7]
Inhibitor of RNA synthesis; causes premature termination of transcription. CK2 (casein kinase-2) inhibitor.

Características y beneficios

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000420472
0000420472
0000420473
0000420473
0000394398

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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
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
Transcriptional regulation of interleukin-2 gene expression is impaired by copper deficiency in Jurkat human T lymphocytes
Hopkins RG and Failla ML
The Journal of Nutrition, 129(3), 596-601 (1999)
Androgen receptor-mediated growth suppression of HPr-1AR and PC3-Lenti-AR prostate epithelial cells
Kim YC, et al.
PLoS ONE, 10(9), e0138286-e0138286 (2015)
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
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Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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