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A0885

Sigma-Aldrich

Aurintricarboxylic acid ammonium salt

powder

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Synonym(s):
ATA, Aluminon, Ammonium aurintricarboxylate
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

biological source

synthetic

Quality Level

form

powder

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

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This Item
A36883A1895C1154
vibrant-m

A1895

Aurintricarboxylic acid

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

form

powder

form

powder or crystals

form

powder

form

powder

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

λmax

552 nm (λmax: )

λmax

450 nm, 522 nm (2nd)

λmax

-

λmax

-

Quality Level

200

Quality Level

300

Quality Level

300

Quality Level

200

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Efficient nonviral cutaneous transfection
Glasspool-Malone et al.
Molecular Therapy, 140-146 (2000)
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
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
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.

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