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A36883

Sigma-Aldrich

Aurintricarboxylic acid ammonium salt

ACS reagent

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Synonym(s):
ATA, Aluminon, Ammonium aurintricarboxylate
Linear Formula:
C22H14O9 · 3NH3
CAS Number:
569-58-4
Molecular Weight:
473.43
Colour Index Number:
43810
Beilstein:
3900820
EC Number:
209-319-1
MDL number:
MFCD00040925
PubChem Substance ID:
24890803
NACRES:
NA.47

biological source

synthetic

Quality Level

300

grade

ACS reagent

form

powder or crystals

impurities

≤0.1% insolubles

ign. residue

≤0.2%

mp

220-225 °C (dec.) (lit.)

solubility

water: soluble 100 mg/mL

λmax

450 nm
522 nm (2nd)

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

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This Item
A1895A0885219916
Aurintricarboxylic acid ammonium salt ACS reagent

Sigma-Aldrich

A36883

Aurintricarboxylic acid ammonium salt

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

Sigma-Aldrich

A1895

Aurintricarboxylic acid

Aurintricarboxylic acid ammonium salt powder

Sigma-Aldrich

A0885

Aurintricarboxylic acid ammonium salt

Hydroxy naphthol blue disodium salt ACS reagent

Sigma-Aldrich

219916

Hydroxy naphthol blue disodium salt

form

powder or crystals

form

powder

form

powder

form

solid

mp

220-225 °C (dec.) (lit.)

mp

300 °C (lit.)

mp

220-225 °C (dec.) (lit.)

mp

274 °C

solubility

water: soluble 100 mg/mL

solubility

1 M NH4OH: 10 mg/mL

solubility

water: soluble 100 mg/mL, dark red

solubility

water: soluble

λmax

450 nm, 522 nm (2nd)

λmax

-

λmax

552 nm (λmax: )

λmax

650 nm

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

Application

Reagent for aluminum

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hui-Chen Hung et al.
The Journal of antimicrobial chemotherapy, 65(4), 676-683 (2010-01-22)
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Jakyung Yoo et al.
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