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T0826

TBB

Name: TBB
Brand: SIGMA

≥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

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Properties

Quality Level

100

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

Description

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)

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Selectivity of 4,5,6,7-tetrabromobenzotriazole, an ATP site-directed inhibitor of protein kinase CK2 ('casein kinase-2').

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)

Protein kinase CK2 inhibitor 4,5,6,7-tetrabromobenzotriazole (TBB) induces apoptosis and caspase-dependent degradation of haematopoietic lineage cell-specific protein 1 (HS1) in Jurkat cells.

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

Phospho-dependent interactions between NBS1 and MDC1 mediate chromatin retention of the MRN complex at sites of DNA damage.

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

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Global Trade Item Number

SKU	GTIN
T0826-10MG	04061837335822