D-(-)-2-アミノ-5-ホスホノペンタン酸

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).

Chemical data

Formula: C5H12NO5P
Molecular weight: 197.13 g/mol
IUPAC name: (2R)-2-amino-5-phosphonopentanoic acid
SMILES: C(C[C@H](C(=O)O)N)CP(=O)(O)O
InChIKey: VOROEQBFPPIACJ-SCSAIBSYSA-N
XLogP: -5.3
Polar surface area: 121 Å²
H-bond donors: 4
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 197.045

Show 4 more facts

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

Sources (4)

via Wikidata · CC0

Article · 日本語

D-(-)-2-アミノ-5-ホスホノペンタン酸（D-(-)-2-amino-5-phosphonopentanoic acid）は、神経細胞受容体のNMDA受容体を選択的に阻害するアンタゴニスト。D-AP5と略称される。D-(-)-2-アミノ-5-ホスホノ吉草酸（D-(-)-2-amino-5-phosphonovaleric acid、D-APV）とも呼ばれる。分子式はC5H12NO5Pであらわされ、分子量は197.13、CAS登録番号79055-68-8。光学異性体であるL-AP5よりも阻害にかかわる選択性が高いとされている。水溶性。

Abstract from DBpedia / Wikipedia · CC BY-SA

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