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Sigma-Aldrich

Aurintricarboxylic Acid

A cell-permeable polyanionic, polyaromatic compound used as a powerful inhibitor of cellular processes that are dependent on the formation of protein-nucleic acid complexes.

Synonyme(s) :

Aurintricarboxylic Acid, ATA

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About This Item

Formule empirique (notation de Hill):
C22H14O9
Numéro CAS:
Poids moléculaire :
422.34
Numéro MDL:
Code UNSPSC :
12352106
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥85% (titration)

Forme

solid

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze

Couleur

red

Solubilité

0.1 M NaOH: 35 mg/mL

Conditions d'expédition

ambient

Température de stockage

10-30°C

InChI

1S/C22H16O9.3H3N/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31;;;/h1-10,19,24-25H,(H,26,27)(H,28,29)(H,30,31);3*1H3

Clé InChI

UDPQMNAHKKTHHI-UHFFFAOYSA-N

Description générale

A cell-permeable polyanionic, polyaromatic compound used as a powerful inhibitor of cellular processes that are dependent on the formation of protein-nucleic acid complexes. Binds to aFGF and reduces its angiogenic activity. Shown to inhibit apoptotic cell death in various cell types induced by a variety of factors. ATA is a potent inhibitor of DNA topoisomerase II (IC50= 75 nM for the yeast enzyme as measured by relaxation assays) that also acts as a potent inhibitor of angiogenesis. Inhibits von Willebrand factor binding to platelets and reduces glutamate-induced neuronal injury. ATA stimulates the tyrosine phosphorylation of MAP kinases, Shc proteins, phosphatidylinositol 3-kinase, and phospholipase Cγ. Inhibits both major calpain isoforms (IC50 = 22 µM and IC50 = 10 µM for µ-calpain and m-calpain, respectively).
A cell-permeable polyanionic, polyaromatic compound used as a powerful inhibitor of cellular processes that are dependent on the formation of protein-nucleic acid complexes. Shown to inhibit apoptotic cell death in various cell types induced by a variety of factors. ATA is also a potent inhibitor of DNA topoisomerase II. Inhibits von Willebrand factor binding to platelets and reduces glutamate-induced neuronal injury. ATA has been reported to stimulate the tyrosine phosphorylation of MAP kinases, Shc proteins, phosphatidylinositol 3-kinase, and phospholipase C-γ. Dye content: ~85%.
Dye content: ~85%.

Actions biochimiques/physiologiques

Cell permeable: yes
Primary Target
DNA topoisomerase 2
Product does not compete with ATP.
Reversible: no
Target IC50: 75 nM against DNA topoisomerase II

Avertissement

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot, purge with inert gas, and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Autres remarques

Lozano, R.M., et al. 1997. Eur. J. Biochem.248, 30.
Benchokroun, Y., et al. 1995. Biochem. Pharmacol.49, 305.
Okada, N., and Koizumi, S. 1995. J. Biol. Chem.270, 16464.
Posner, A., et al. 1995. Biochem. Mol. Biol. Int. 36, 291.
Catchpoole, D.R., et al. 1994. Anticancer Res. 14, 853.
Csernansky, C.A., et al. 1994. J. Neurosci. Res. 38, 101.
Gagliardi, A.R., and Collins, D.C. 1994. Anticancer Res. 14, 475.
Gonzalez, R.G., et al. 1980. Biochemistry19, 4299.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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