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T0826

Sigma-Aldrich

TBB

≥98% (HPLC), solid

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Synonym(s):
4,5,6,7-Tetrabromo-2-azabenzimidazole, 4,5,6,7-Tetrabromobenzotriazole, NSC 231634, TBBt
Empirical Formula (Hill Notation):
C6HN3Br4
CAS Number:
Molecular Weight:
434.71
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: 28 mg/mL

storage temp.

2-8°C

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)

InChI key

OMZYUVOATZSGJY-UHFFFAOYSA-N

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).

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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
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
The CHARGE syndrome-associated protein FAM172A controls AGO2 nuclear import.
Sallis, et al.
Life science alliance, 6 (2023)
Luca Zinzula et al.
iScience, 25(11), 105354-105354 (2022-11-04)
Ebola virus (EBOV) and Marburg virus (MARV) are highly pathogenic viruses in humans, against which approved antivirals are lacking. During EBOV and MARV infection, coiled-coil mediated oligomerization is essential for the virion protein 35 (VP35) polymerase co-factor function and type

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