A0885

Aurintricarboxylic acid ammonium salt

powder

• Synonym(s): ATA, Aluminon, Ammonium aurintricarboxylate
• Linear Formula: C₂₂H₁₄O₉ · 3NH₃
• CAS Number: 569-58-4
• Molecular Weight: 473.43
• EC Number: 209-319-1
• UNSPSC Code: 12171500
• NACRES: NA.47
• PubChem Substance ID: 24890465
• MDL number: MFCD00040925
• Colour Index Number: 43810
• Beilstein/REAXYS Number: 3900820

Properties

• biological source: synthetic
• Quality Segment: 200
• form: powder
• color: dark red
• mp: 220-225 °C (dec.) (lit.)
• solubility: water: soluble 100 mg/mL, dark red
• λmax: 552 nm (λmax: )
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: room temp
• SMILES string: 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
• InChI key: AIPNSHNRCQOTRI-UHFFFAOYSA-N

Description

Application

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

Biochem/physiol Actions

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.

Other Notes

May contain a substantial amount of polymeric material.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves