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Safety Information

SML0854

Sigma-Aldrich

TBCA

≥98% (HPLC)

Synonym(s):

(E)-3-(2,3,4,5-Tetrabromophenyl)acrylic acid, Tetrabromocinnamic acid

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About This Item

Empirical Formula (Hill Notation):
C9H4Br4O2
CAS Number:
934358-00-6
Molecular Weight:
463.74
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C9H4Br4O2/c10-5-3-4(1-2-6(14)15)7(11)9(13)8(5)12/h1-3H,(H,14,15)/b2-1+

InChI key

SVJQCVOKYJWUBC-OWOJBTEDSA-N

Application

Tetrabromocinnamic acid (TBCA) has been used in protein-fragment complementation assay, in an approach to identify inhibitors of αsyn oligomerization.

Biochem/physiol Actions

Tetrabromocinnamic acid (TBCA) is a selective cell-permeable ATP-competitive casein kinase CK2 inhibitor with an IC50 of 110 nM, 2-fold selectivity over CK1, and with the advantage of being less active on DYRK1A (IC50 = 24.5 μM) than other CK2 inhibitors suh as DMAT. Elevated levels of CK2 are associated with many cancers and also with tau hyperphosphorylation and neuropathology found in Alzheimer′s disease and other neurodegenerative disorders. In prostate cancer cells TBCA reduced cell proliferation and caused G2/M cell cycle arrest. In isolated squid axoplasms, TBCA also blocked inhibition of fast axonal transport by Aβ oligomers.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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.

JAN Code

SML0854-IP:
SML0854-5MG:
SML0854-25MG:
SML0854-VAR:
SML0854-BULK:

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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argeting ?-synuclein oligomers by protein-fragment complementation for drug discovery in synucleinopathies.
Moussaud S, et al.
Expert Opinion on Therapeutic Targets, 19(5), 589-603 (2015)
Thomas Theis et al.
Molecular neurobiology, 55(10), 8203-8215 (2018-03-10)
Glycosylation fine-tunes signal transduction of adhesion molecules during neural development and supports synaptic plasticity and repair after injury in the adult nervous system. One abundantly expressed neural glycan is LewisX (LeX). Although it is known that its expression starts at

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