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A0885

Aurintricarboxylic acid ammonium salt

powder

Synonym(s):

ATA, Aluminon, Ammonium aurintricarboxylate

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About This Item

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
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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

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.

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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

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