D1916
5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside
≥98% (HPLC), powder, RNA synthesis inhibitor
Synonyme(s) :
5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, 5,6-Dichlorobenzimidazole riboside, DRB
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A propos de cet article
Formule empirique (notation de Hill) :
C12H12Cl2N2O4
Numéro CAS:
Poids moléculaire :
319.14
UNSPSC Code:
12352200
eCl@ss:
32151902
PubChem Substance ID:
NACRES:
NA.77
Beilstein/REAXYS Number:
39123
MDL number:
Form:
powder
Quality level:
Service technique
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Laissez-nous vous aiderNom du produit
5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside,
Quality Level
form
powder
storage temp.
−20°C
SMILES string
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
Gene Information
human ... CSNK2A1(1457), CSNK2B(1460)
Application
5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside has been used:
- as an inhibitor of RNA polymerase II in mouse melanoma cells
- for the inhibition of cyclin D1 mRNA synthesis in human prostate epithelial cell lines
- in the inhibition of interleukin-2 gene transcription in Jurkat cells
Biochem/physiol Actions
Inhibitor of RNA synthesis; causes premature termination of transcription. CK2 (casein kinase-2) inhibitor.
5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside (DRB), a nucleoside analog that halts mRNA synthesis by phosphorylation of the C-terminal domain of RNA polymerase II, making it inactive. It also interferes with the DNA topoisomerase II, may modulate response to cytokines and blocks the human immunodeficiency virus (HIV) via RNA modification. 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.
Features and Benefits
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Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Contenu apparenté
Instructions
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
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)