Aurintricarboxylic Acid CAS: 4431-00-9
MF: C22H14O9
MW: 422.34
A cell-permeable apoptosis inhibitor.

Aurintricarboxylic Acid (CAS 4431-00-9)

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Nombres Alternativos: ATA; 5-[(3-carboxy-4-hydroxyphenyl)-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxybenzoic acid
Solicitud: Aurintricarboxylic Acid is a cell-permeable apoptosis inhibitor
Número de CAS: 4431-00-9
Pureza: ≥85%
Peso Molecular: 422.34
Fórmula Molecular: C22H14O9
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
* En el Certificado de Análisis específico de lote, puede encontrar información específica (como el contenido en agua).

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

1. Sarma, M.H., et al. 1976. Biochim. Biophys. Acta. 418: 29-38. PMID: 1244850
2. González, R.G., et al. 1980. Biochemistry. 19: 4299-4303. PMID: 6158332
3. Posner, A., et al. 1995. Biochem. Mol. Biol. Int. 36: 291-299. PMID: 7663433
4. Benchokroun, Y., et al. 1995. Biochem. Pharmacol. 49: 305-313. PMID: 7857317
5. Okada, N., et al. 1995. J. Biol. Chem. 270: 16464-16469. PMID: 7608219
6. Okada, N., et al. 1997. Biochem. Biophys. Res. Commun. 230: 266-269. PMID: 9016763
7. Rui, H., et al. 1998. J. Biol. Chem. 273: 28-32. PMID: 9417042
8. Aronica, E.M., et al. 1998. Proc. Natl. Acad. Sci. U.S.A. 95: 7115-7120. PMID: 9618548

Apariencia :
Powder
Estado de Materia :
Solid
Solubilidad :
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.
ALMACENAMIENTO :
Store at room temperature
Punto de Fusión :
300° C (lit.)
Punto de ebullición :
759.64° C at 760 mmHg (Predicted)
Densidad :
1.6 g/cm3 (Predicted)
Indice de Refracción :
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
Valores de pK :
pKa: 2.20 (Predicted)
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
RTECS :
GU4790000
PubChem CID :
2259
Número MDL :
MFCD00011663
Número EC :
224-628-1
Registro Beilstein :
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 (CAS 4431-00-9)  Menciones del Producto

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Citaciones 1 a 10 de un total de 11

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

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

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

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

PMID: # 9795126  Solovyan, V. et al. 1998. Brain Res. Mol. Brain Res. 62: 43-55.

Citaciones 1 a 10 de un total de 11
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