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EntityQ209309· pop 12· linked from 331 articles

Also known as D-AP5, 5-phosphono-D-norvaline, (2R)-2-amino-5-phosphonopentanoic acid, APV, (2R)-2-amino-5-phosphovaleric acid

AP5 (also known as APV, '(2R)-amino-5-phosphonovaleric acid, or (2R)-amino-5-phosphonopentanoate') is a chemical compound used as a biochemical tool to study various cellular processes. It is a selective NMDA receptor antagonist that competitively inhibits the ligand (glutamate) binding site of NMDA receptors. AP5 blocks NMDA receptors in micromolar concentrations (~50 μM).

Wikidata facts

Mass
197.045
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chemical formula
C₅H₁₂NO₅P
isomeric SMILES
C(C[C@H](C(=O)O)N)CP(=O)(O)O
canonical SMILES
C(CC(C(=O)O)N)CP(=O)(O)O
Commons category
2-Amino-5-phosphonovaleric acid
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AP5 (also known as APV, '(2R)-amino-5-phosphonovaleric acid, or (2R)-amino-5-phosphonopentanoate') is a chemical compound used as a biochemical tool to study various cellular processes. It is a selective NMDA receptor antagonist that competitively inhibits the ligand (glutamate) binding site of NMDA receptors. AP5 blocks NMDA receptors in micromolar concentrations (~50 μM).

AP5 blocks the cellular analog of classical conditioning in the sea slug Aplysia californica, and has similar effects on Aplysia long-term potentiation (LTP), since NMDA receptors are required for both. It is sometimes used in conjunction with the calcium chelator BAPTA to determine whether NMDARs are required for a particular cellular process. AP5/APV has also been used to study NMDAR-dependent LTP in the mammalian hippocampus.

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