165304

D-(–)-2-Amino-5-phosphonopentanoic Acid

Active enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used as a competitive NMDA receptor antagonist.

• Synonym(s): D-(–)-2-Amino-5-phosphonopentanoic Acid, D-AP5, NMDA Antagonist II, APV, D-APV, 2-APV, D-2-amino-5-phosphonovalerate
• Empirical Formula (Hill Notation): C₅H₁₂NO₅P
• CAS Number: 79055-68-8
• Molecular Weight: 197.13
• MDL number: MFCD00078839
• UNSPSC Code: 12352106

Properties

• Quality Level: 100
• Assay: ≥97% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic); protect from light
• color: white
• solubility: dilute aqueous base: 1 mg/mL; water: 1 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)/p-2/t4-/m1/s1
• InChI key: VOROEQBFPPIACJ-SCSAIBSYSA-L

Description

General description

Active enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used as a competitive NMDA receptor antagonist. Also inhibits the capsaicin-induced release of substance P from spinal cord.

Active enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used competitive NMDA receptor antagonist.

Biochem/physiol Actions

Cell permeable: no

Primary Target
NMDA receptor antagonist

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Malcangio, M., et al. 1998. Br. J. Pharmacol. 125, 1625.
Schulte, M.K., et al. 1994. Brain Res. 649, 203.
Davis, S., et al. 1992. J. Neurosci. 12, 21.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable