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A0885

Sigma-Aldrich

Aurintricarboxylic acid ammonium salt

powder

Synonyme(s) :

ATA, Aluminon, Ammonium aurintricarboxylate

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About This Item

Formule linéaire :
C22H14O9 · 3NH3
Numéro CAS:
569-58-4
Poids moléculaire :
473.43
Numéro C.I. (Colour Index):
43810
Numéro Beilstein :
3900820
Numéro CE :
209-319-1
Numéro MDL:
MFCD00040925
Code UNSPSC :
12171500
ID de substance PubChem :
24890465
Nomenclature NACRES :
NA.47

Source biologique

synthetic

Niveau de qualité

200

Forme

powder

Couleur

dark red

Pf

220-225 °C (dec.) (lit.)

Solubilité

water: soluble 100 mg/mL, dark red

λmax

552 nm (λmax: )

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

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

InChI

1S/C22H14O9.3H3N/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;;;/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31);3*1H3

Clé InChI

AIPNSHNRCQOTRI-UHFFFAOYSA-N

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Application

Aurintricarboxylic acid ammonium salt has been used as a nuclease inhibitor to study its effects on transfection.

Actions biochimiques/physiologiques

Aurintricarboxylic acid 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 C in PC12 cells. Aurintricarboxylic acid inhibits apoptosis in many cell types. Its neuroprotective effect, perhaps due to its ability to prevent down-regulation of Ca2+ impermeable GluR2 receptors or to its ability to inhibit calpain, a Ca2+-activated protease that is activated during apoptosis.

Autres remarques

May contain a substantial amount of polymeric material.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

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

Efficient nonviral cutaneous transfection
Glasspool-Malone et al.
Molecular Therapy, 140-146 (2000)
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).
Jakyung Yoo et al.
Advances in protein chemistry and structural biology, 87, 219-247 (2012-05-23)
DNA methyltransferases (DNMTs) are promising epigenetic targets for the development of novel anticancer drugs and other diseases. Molecular modeling and experimental approaches are being used to identify and develop inhibitors of human DNMTs. Most of the computational efforts conducted so
Mélanie K Rich et al.
Plant physiology, 168(3), 788-797 (2015-05-15)
Arbuscular mycorrhiza (AM) is a mutual symbiosis that involves a complex symbiotic interface over which nutrients are exchanged between the plant host and the AM fungus. Dozens of genes in the host are required for the establishment and functioning of
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