MedKoo Cat#: 406719 | Name: TBCA

Description:

WARNING: This product is for research use only, not for human or veterinary use.

TBCA, also known as tetrabromocinnamic acid, is a potent CK2 inhibitor. TBCA inhibits CK2 five times more efficiently than TBB (IC50 values 0.11 and 0.56 microM, respectively), without having any comparable effect on DYRK1 a (IC50 24.5 microM) or on a panel of 28 protein kinases. The usefulness of TBCA for cellular studies has been validated by showing that it reduces the viability of Jurkat cells more efficiently than TBB through enhancement of apoptosis.

Chemical Structure

TBCA
TBCA
CAS#934358-00-6

Theoretical Analysis

MedKoo Cat#: 406719

Name: TBCA

CAS#: 934358-00-6

Chemical Formula: C9H4Br4O2

Exact Mass: 459.6945

Molecular Weight: 463.74

Elemental Analysis: C, 23.31; H, 0.87; Br, 68.92; O, 6.90

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
TBCA, tetrabromocinnamic acid
IUPAC/Chemical Name
(E)-3-(2,3,4,5-tetrabromophenyl)acrylic acid
InChi Key
SVJQCVOKYJWUBC-OWOJBTEDSA-N
InChi Code
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+
SMILES Code
O=C(O)/C=C/C1=CC(Br)=C(Br)C(Br)=C1Br
Appearance
White solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 463.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Lee HR, Shin HK, Park SY, Kim HY, Lee WS, Rhim BY, Hong KW, Kim CD. Attenuation of β-amyloid-induced tauopathy via activation of CK2α/SIRT1: Targeting for cilostazol. J Neurosci Res. 2014 Feb;92(2):206-17. doi: 10.1002/jnr.23310. Epub 2013 Nov 19. PubMed PMID: 24254769. 2: Ryu SY, Kim S. Evaluation of CK2 inhibitor (E)-3-(2,3,4,5-tetrabromophenyl)acrylic acid (TBCA) in regulation of platelet function. Eur J Pharmacol. 2013 Nov 15;720(1-3):391-400. doi: 10.1016/j.ejphar.2013.09.064. Epub 2013 Oct 15. PubMed PMID: 24140231. 3: Lee HR, Park SY, Kim HY, Shin HK, Lee WS, Rhim BY, Hong KW, Kim CD. Protection by cilostazol against amyloid-β(1-40)-induced suppression of viability and neurite elongation through activation of CK2α in HT22 mouse hippocampal cells. J Neurosci Res. 2012 Aug;90(8):1566-76. doi: 10.1002/jnr.23037. Epub 2012 Mar 16. PubMed PMID: 22422579. 4: Yao K, Youn H, Gao X, Huang B, Zhou F, Li B, Han H. Casein kinase 2 inhibition attenuates androgen receptor function and cell proliferation in prostate cancer cells. Prostate. 2012 Sep 15;72(13):1423-30. doi: 10.1002/pros.22493. Epub 2012 Jan 30. PubMed PMID: 22290244. 5: Kim GS, Jung JE, Narasimhan P, Sakata H, Yoshioka H, Song YS, Okami N, Chan PH. Release of mitochondrial apoptogenic factors and cell death are mediated by CK2 and NADPH oxidase. J Cereb Blood Flow Metab. 2012 Apr;32(4):720-30. doi: 10.1038/jcbfm.2011.176. Epub 2011 Dec 7. PubMed PMID: 22146192; PubMed Central PMCID: PMC3318149. 6: Kramerov AA, Golub AG, Bdzhola VG, Yarmoluk SM, Ahmed K, Bretner M, Ljubimov AV. Treatment of cultured human astrocytes and vascular endothelial cells with protein kinase CK2 inhibitors induces early changes in cell shape and cytoskeleton. Mol Cell Biochem. 2011 Mar;349(1-2):125-37. doi: 10.1007/s11010-010-0667-3. Epub 2010 Dec 2. PubMed PMID: 21125314; PubMed Central PMCID: PMC3426611. 7: Pagano MA, Poletto G, Di Maira G, Cozza G, Ruzzene M, Sarno S, Bain J, Elliott M, Moro S, Zagotto G, Meggio F, Pinna LA. Tetrabromocinnamic acid (TBCA) and related compounds represent a new class of specific protein kinase CK2 inhibitors. Chembiochem. 2007 Jan 2;8(1):129-39. PubMed PMID: 17133643.