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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.

Sinônimo(s):

Aurintricarboxylic Acid, ATA

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About This Item

Fórmula empírica (Notação de Hill):
C22H14O9
Número CAS:
Peso molecular:
422.34
Número MDL:
Código UNSPSC:
12352106
NACRES:
NA.77

Nível de qualidade

Ensaio

≥85% (titration)

forma

solid

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze

cor

red

solubilidade

0.1 M NaOH: 35 mg/mL

Condições de expedição

ambient

temperatura de armazenamento

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

chave InChI

UDPQMNAHKKTHHI-UHFFFAOYSA-N

Descrição geral

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%.

Ações bioquímicas/fisiológicas

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

Advertência

Toxicity: Irritant (B)

Reconstituição

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

Outras notas

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.

Informações legais

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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