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T0826

Sigma-Aldrich

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:
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).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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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