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A1895

Sigma-Aldrich

Aurintricarboxylic acid

≥85% purity (titration), practical grade, powder

Synonyme(s) :

ATA

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About This Item

Formule empirique (notation de Hill):
C22H14O9
Numéro CAS:
Poids moléculaire :
422.34
Numéro CE :
Numéro MDL:
Code UNSPSC :
12171500
ID de substance PubChem :
Nomenclature NACRES :
NA.47

product name

Aurintricarboxylic acid, practical grade, ≥85% (titration), powder

Qualité

practical grade

Pureté

≥85% (titration)

Forme

powder

Couleur

red to very dark red, and Red-Brown andBrown-Red

Pf

300 °C (lit.)

Solubilité

1 M NH4OH: 10 mg/mL

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

OC(=O)c1cc(ccc1O)C(\c2ccc(O)c(c2)C(O)=O)=C3\C=CC(=O)C(=C3)C(O)=O

InChI

1S/C22H14O9/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/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31)

Clé InChI

GIXWDMTZECRIJT-UHFFFAOYSA-N

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Application

  • Aurintricarboxylic acid has been used to show its anticryptosporidial activity against Cryptosporidium parvum.
  • It has been used as a test substance to identify inhibitors against coronavirus N7-MTases (guanine-N7-methyltransferase).
  • It has been used as a ribonuclease inhibitor.

Actions biochimiques/physiologiques

Readily polymerizes in aqueous solution, forming a stable free radical that inhibits protein-nucleic acid interactions. It is a potent inhibitor of ribonuclease and topoisomerase II by preventing the binding of the nucleic acid to the enzyme. It stimulates tyrosine phosphorylation processes including the Jak2/STAT5 pathway in NB2 lymphoma cells, ErbB4 in neuroblastoma cells, and MAP kinases, Shc proteins, phosphatidylinositide 3-kinase and phospholipase Cγ in PC12 cells. Inhibits apoptosis. It prevents down-regulation of Ca2+ -impermeable GluR2 receptors and inhibits calpain, a Ca2+ -activated protease that is activated during apoptosis.

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

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

In vitro and in vivo activity of aurintricarboxylic acid preparations against Cryptosporidium parvum.
Klein P, et al.
The Journal of Antimicrobial Chemotherapy, 62, 1101-1104 (2008)
Red Light-Independent Instability of Oat Phytochrome mRNA in Vivo.
Seeley KA, et al.
Plant Cell, 4, 29-38 (1992)
Yeast-based assays for the high-throughput screening of inhibitors of coronavirus RNA cap guanine-N7-methyltransferase.
Sun Y, et al.
Antiviral Research, 104, 156-164 (2014)
Hui-Chen Hung et al.
The Journal of antimicrobial chemotherapy, 65(4), 676-683 (2010-01-22)
Enterovirus 71 (EV71) causes serious diseases in humans. The aim of this study was to examine the effects of aurintricarboxylic acid (ATA) on EV71 replication and to explore the underlying mechanism. To measure the activity of ATA in inhibiting the
Hui-Chen Hung et al.
Antiviral research, 81(2), 123-131 (2008-11-19)
There is a continuing threat that the highly pathogenic avian influenza virus will cause future influenza pandemics. In this study, we screened a library of compounds that are biologically active and structurally diverse for inhibitory activity against influenza neuraminidase (NA).

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