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Merck

T0826

TBB

≥98% (HPLC), solid

Synonym(s):

4,5,6,7-Tetrabromo-2-azabenzimidazole, 4,5,6,7-Tetrabromobenzotriazole, NSC 231634, TBBt

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About This Item

Empirical Formula (Hill Notation):
C6HN3Br4
CAS Number:
17374-26-4
Molecular Weight:
434.71
NACRES:
NA.77
PubChem Substance ID:
24724628
UNSPSC Code:
12352200
MDL number:
MFCD06411399
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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Product Name

TBB, ≥98% (HPLC), solid

InChI key

OMZYUVOATZSGJY-UHFFFAOYSA-N

SMILES string

Brc1c(Br)c(Br)c2[nH]nnc2c1Br

InChI

1S/C6HBr4N3/c7-1-2(8)4(10)6-5(3(1)9)11-13-12-6/h(H,11,12,13)

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: 28 mg/mL

storage temp.

2-8°C

Quality Level

100

Application

TBB was used to study casein kinase 2-dependent phosphorylation of DNA damage mediator protein MDC1.

Biochem/physiol Actions

TBB binds to the Val66 residue of casein kinase-2 and inhibits the binding of ATP/GTP. TBB is cell permeable; it induces caspase-dependent apoptosis and degrades hematopoietic lineage cell-specific protein 1 in Jurkat cells.
TBB is a highly selective, ATP/GTP-competitive inhibitor of casein kinase-2 (CK2) (IC50 = 900 nM and 1.6 mM, using rat liver and recombinant human CK2, respectively).

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

T0826-IP: + T0826-BULK: + T0826-VAR: + T0826-10MG: + T0826-50MG:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
113M4602V
072M4608V
040M4610
059K46001
059K4600

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S Sarno et al.
FEBS letters, 496(1), 44-48 (2001-05-10)
The specificity of 4,5,6,7-tetrabromo-2-azabenzimidazole (TBB), an ATP/GTP competitive inhibitor of protein kinase casein kinase-2 (CK2), has been examined against a panel of 33 protein kinases, either Ser/Thr- or Tyr-specific. In the presence of 10 microM TBB (and 100 microM ATP)
Maria Ruzzene et al.
The Biochemical journal, 364(Pt 1), 41-47 (2002-05-04)
Incubation of Jurkat cells with 4,5,6,7-tetrabromobenzotriazole (TBB), a specific inhibitor of protein kinase CK2, induces dose-and time-dependent apoptosis as judged by several criteria. TBB-promoted apoptosis is preceded by inhibition of Ser/Thr phosphorylation of haematopoietic lineage cell-specific protein 1 (HS1) and
J Ross Chapman et al.
EMBO reports, 9(8), 795-801 (2008-06-28)
Mammalian cells respond to DNA double-strand breaks (DSBs) by recruiting DNA repair and cell-cycle checkpoint proteins to such sites. Central to these DNA damage response (DDR) events is the DNA damage mediator protein MDC1. MDC1 interacts with several DDR proteins
Andrew W Bergen et al.
PloS one, 10(7), e0126113-e0126113 (2015-07-02)
The Nicotine Metabolite Ratio (NMR, ratio of trans-3'-hydroxycotinine and cotinine), has previously been associated with CYP2A6 activity, response to smoking cessation treatments, and cigarette consumption. We searched for drug metabolizing enzyme and transporter (DMET) gene variation associated with the NMR
Kate J Treharne et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 24(5-6), 347-360 (2009-11-17)
Deletion of phenylalanine-508 (DeltaF508) from the first nucleotide-binding domain (NBD1) in the wild-type cystic fibrosis (CF) transmembrane-conductance regulator (wtCFTR) causes CF. However, the mechanistic relationship between DeltaF508-CFTR and the diversity of CF disease is unexplained. The surface location of F508
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