Aurintricarboxylic Acid A cell-permeable apoptosis inhibitor

Aurintricarboxylic Acid (CAS 4431-00-9)

Aurintricarboxylic Acid | CAS 4431-00-9 is rated 5.0 out of 5 by 1.
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Synonym: ATA; 5-[(3-carboxy-4-hydroxyphenyl)-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxybenzoic acid
Application: A cell-permeable apoptosis inhibitor
CAS Number: 4431-00-9
Purity: ≥85%
Molecular Weight: 422.34
Molecular Formula: C22H14O9
* Refer to Certificate of Analysis for lot specific data (including water content).
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Aurintricarboxylic Acid a cell-permeable polyanionic, polyaromatic compound employed as a powerful inhibitor of cellular processes, including apoptosis, that are dependent on the formation of protein-nucleic acid complexes. It binds to a FGF and reduces its angiogenic activity. Aurintricarboxylic Acid has been shown to inhibit apoptotic cell death in various cell types induced by a variety of factors. It has also been demonstrated to be a potent inhibitor of DNA topoisomerase II (IC50= 75 nM for the yeast enzyme as measured by relaxation assays) that inhibits angiogenesis. Aurintricarboxylic Acid inhibits von Willebrand factor binding to platelets and reduces glutamate-induced neuronal injury. Aurintricarboxylic Acid also stimulates the tyrosine phosphorylation of MAP kinases, Shc proteins, phosphatidylinositol 3-kinase, and phospholipase Cγ and inhibits both major calpain isoforms (IC50 = 22 µM and IC50 = 10 μM for μ-calpain and m-calpain, respectively).


References

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Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in water (7 mg/mL), 1 M NH4OH (10 mg/mL), ethanol (60 mg/mL), 0.1 M NaOH (35 mg/mL), and aqueous alkali.
Storage :
Store at room temperature
Melting Point :
300° C (lit.)
Boiling Point :
759.64° C at 760 mmHg (Predicted)
Density :
1.6 g/cm3 (Predicted)
Refractive Index :
n20D 1.75 (Predicted)
IC50 :
DNA topoisomerase II: IC50 = 75 nM; -calpain: IC50 = 22 µM; m-calpain: IC50 = 10 µM; MT4 : IC50 = 0.5 µg/mL (human); CEM : IC50 = 1.2 µg/mL (human); Human immunodeficiency virus 1: EC5050 = 76 nM
pK Values :
pKa: 2.20 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
GU4790000
PubChem CID :
2259
MDL Number :
MFCD00011663
EC Number :
224-628-1
Beilstein Registry :
2228904
SMILES :
C1=CC(=C(C=C1C(=C2C=CC(=O)C(=C2)C(=O)O)C3=CC(=C(C=C3)O)C(=O)O)C(=O)O)O

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Aurintricarboxylic Acid  Product Citations

See how others have used Aurintricarboxylic Acid. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 11 total

PMID: # 28223427  Noguchi, F. et al. 2017. Mol. Cancer Ther. 16: 936-947.

PMID: # 20006589  Dejeans, N. et al. 2010. Biochem. Pharmacol. 79: 1221-30.

PMID: # 19340923  Kodama, Y. et al. 2009. Biochimie. -.

PMID: # 16928960  Robert, F. et al. 2006. Mol. Biol. Cell. 17: 4632-4644.

PMID: # 16822833  Schaletzky, J. et al. 2006. Mol. Biol. Cell. 17: 3860-3869.

PMID: # 16806822  El Kebir, D. et al. 2006. Cell. Signal. 18: 2302-2313.

PMID: # 15671063  Ma, R. Y. M. et al. 2005. J Cell Sci. 118: 795-806.

PMID: # 16246361  Takaya, N. et al. 2005. J. Mol. Cell. Cardiol. 39: 856-864.

PMID: # 11099777  Cavaliere, F. et al. 2001. Neurochem. Int. 38: 199-207.

PMID: # 9492080  Mizuno, N. et al. 1998. Endocrinology. 139(3): 1429-1439.

Citations 1 to 10 of 11 total
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Rated 5 out of 5 by from Kodama Kodama, et. al. (PubMed ID 19340923) used aurintricarboxylic acid to isolate total RNA from leaf samples post stress and chemical treatments. -SCBT Publication Review
Date published: 2015-03-08
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