DRBCAS: 53-85-0
MF: C12H12Cl2N2O4
MW: 319.14
An adenosine analogue which interrupts DNA transcription.

DRB (CAS 53-85-0)

DRB | CAS 53-85-0 is rated 5.0 out of 5 by 1.
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Synonym: 5,6-Dichlorobenzimidazole riboside; 5,6-dichloro-1-β-D-ribofuranosyl-1H-benzimidazole
Application: An adenosine analogue which interrupts DNA transcription
CAS Number: 53-85-0
Purity: ≥98%
Molecular Weight: 319.14
Molecular Formula: C12H12Cl2N2O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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DRB, an adenosine analogue, has been shown to reduce Uridine (sc-296685) uptake in cells causing a premature termination of DNA transcription during the initiation phase. Mechanistic studies suggest that this compound acts as a mixed-type inhibitor with respect to casein kinase II and as a competitive inhibitor with respect to the nucleotide phosphate donor substrates. Experiments have noted that DRB can reversibly block germinal vesicle breakdown in bovine oocytes matured in vitro. DRB is an inhibitor of Cdk7, Cdk8 and Cdk9.


References

1. Mittleman, B., et al. 1983. J. Mol. Biol. 165: 461-473. PMID: 6188848
2. Zandomeni, R., et al. 1983. J. Mol. Biol. 167: 561-574. PMID: 6876157
3. Zandomeni, R., et al. 1986. J. Biol. Chem. 261: 3414-3419. PMID: 3456346
4. Zandomeni, R.O. 1989. Biochem. J. 262: 469-473. PMID: 2803263
5. Farin, C.E. and Yang, L. 1994. Mol. Reprod. Dev. 37: 284-292. PMID: 8185933

Physical State :
Solid
Solubility :
Soluble in DMSO (>= 75 mM) without heating, ethanol (20 mg/ml) with heating at 60-65° C to obtain a clear colorless to pale yellow solution, DMF (100 mM), 1:2 DMF:PBS (pH 7.2) (0.3 mg/ml), and water. Somewhat soluble in methanol, and pyridine. Sparingly soluble in aqueous buffers.
Storage :
Store at -20° C
Melting Point :
222.53° C (Predicted)
Boiling Point :
~606.2° C at 760 mmHg (Predicted)
Density :
~1.8 g/cm3 (Predicted)
Refractive Index :
n20D 1.75
Optical Activity :
α25/D -63.3°, c = 2 in pyridine
IC50 :
CKII: IC50 = 4-10 µM; CDK9: IC50 = 3 µM; P-TEFb: IC50 = 0.9 µM; TAT: IC50 = 0.5 µM (HIV-1); P-TEFb KINASE: IC50 = 3 µM
Ki Data :
Casein kinase II alpha: Ki= 4.5 µM (human)
pK Values :
pKa: 13.89, pKb: 2.80
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
DD7310000
PubChem CID :
5894
MDL Number :
MFCD00036785
Beilstein Registry :
39123
SMILES :
C1=C2C(=CC(=C1Cl)Cl)N(C=N2)[[email protected]]3[[email protected]@H]([[email protected]@H]([[email protected]](O3)CO)O)O

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DRB  Product Citations

See how others have used DRB. Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 28630312  2017. Proc. Natl. Acad. Sci. U.S.A. 114: E5352-E5361.

PMID: # 10930401  Shao, J. et al. 2000. J. Biol. Chem. 275: 33951-33956.

PMID: # 31693902  Cell Rep. 29: 1645-1659.e9.

Citations 1 to 3 of 3 total
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Rated 5 out of 5 by from Shao et al Shao et al. (PubMed ID 10930401) used DRB (dichlorobenzimidazole riboside), an adenosine analog, to interrupt transcription of COX-2 in colon carcinoma cells. -SCBT Publication Review
Date published: 2015-02-13
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