189400
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.
Synonym(s):
Aurintricarboxylic Acid, ATA
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About This Item
Empirical Formula (Hill Notation):
C22H14O9
CAS Number:
Molecular Weight:
422.34
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.77
Quality Level
Assay
≥85% (titration)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
red
solubility
0.1 M NaOH: 35 mg/mL
shipped in
ambient
storage temp.
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
InChI key
UDPQMNAHKKTHHI-UHFFFAOYSA-N
General description
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%.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
DNA topoisomerase 2
DNA topoisomerase 2
Product does not compete with ATP.
Reversible: no
Target IC50: 75 nM against DNA topoisomerase II
Warning
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.
Other Notes
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.
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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