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A7845 Sigma-Aldrich

ATPO

solid

Synonym: (R,S)-2-Amino-3-[5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl]propionic acid

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Properties

Related Categories AMPA/Kainate Antagonists, Cell Biology, Cell Signaling and Neuroscience, Excitatory Amino Acids, Ion Channels,
form   solid
solubility   1 M NaOH: soluble 7 mg/mL
  DMSO: insoluble
  H2O: insoluble
SMILES string   CC(C)(C)c1onc(OCP(O)(O)=O)c1CC(N)C(O)=O
InChI   1S/C11H19N2O7P/c1-11(2,3)8-6(4-7(12)10(14)15)9(13-20-8)19-5-21(16,17)18/h7H,4-5,12H2,1-3H3,(H,14,15)(H2,16,17,18)
InChI key   AGSOOCUNMTYPSE-UHFFFAOYSA-N
Gene Information   human ... GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893)
rat ... Gria1(50592), Grik1(29559), Grin2a(24409)

Description

Application

The phosphono amino acid, (RS)-2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl+ ++]propio nic acid (ATPO) is a competitive antagonist at GluR1-4 (AMPA-preferring) receptors. ATPO is a structural hybrid between the NMDA antagonist (RS)-2-amino-7-phosphonoheptanoic acid (AP7) and the AMPA/GluR5 agonist, (RS)-2-amino-3-(5-tert-butyl-3-hydroxy-4-isoxazolyl)propionic acid (ATPA).

Biochem/physiol Actions

Competitive antagonist at GluR1-4 (AMPA-preferring) receptors.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

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Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
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References

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