A36883

Sigma-Aldrich

Aurintricarboxylic acid ammonium salt

ACS reagent

Synonym(s):
Aluminon, Ammonium aurintricarboxylate, ATA
Linear Formula:
C22H14O9 · 3NH3
CAS Number:
Molecular Weight:
473.43
Colour Index Number:
43810
Beilstein/REAXYS Number:
3900820
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

biological source

synthetic

grade

ACS reagent

form

powder or crystals

application(s)

hematology: suitable
histology: suitable

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)

Featured Industry

Diagnostic Assay Manufacturing

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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Related Categories

Packaging

25, 100 g in glass bottle

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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)....
Moonhee Lee et al.
Neurobiology of aging, 34(5), 1451-1461 (2012-11-28)
Aberrant complement activation is known to exacerbate the pathology in a spectrum of degenerative diseases of aging. We previously reported that aurin tricarboxylic acid (ATA) is an orally effective agent which prevents formation of the membrane attack complex of complement....
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...
Qiang Peng et al.
PloS one, 7(10), e47273-e47273 (2012-11-03)
Baboons receiving xenogeneic livers from wild type and transgenic pigs survive less than 10 days. One of the major issues is the early development of profound thrombocytopenia that results in fatal hemorrhage. Histological examination of xenotransplanted livers has shown baboon...

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