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2-Amino-5-phosphonopentanoic acid, 5-Phosphononorvaline, AP-5, Norvaline, DL-2-Amino-5-phosphonovaleric acid

A Competitive NMDA Receptor Antagonist

Cat #: D-140
Alternative Name 2-Amino-5-phosphonopentanoic acid, 5-Phosphononorvaline, AP-5, Norvaline, DL-2-Amino-5-phosphonovaleric acid
Lyophilized Powder yes
  • Bioassay Tested
  • Source Synthetic
    MW: 197.1
    Purity: >95%
    Effective concentration 100 nM - 100 µM.
    Chemical name 2-amino-5-phosphonopentanoic acid.
    Molecular formula C5H12NO5P.
    CAS No.: 76326-31-3
    PubChem CID 1216
    Activity DL-AP5 is an NMDA receptor antagonist. IC50 = 0.28 µM (NR2A), 0.46 µM (NR2B), 1.6 µM (NR2C)1.
    1. Feuerbach, D. et al. (2010) Eur. J. Pharmacol. 637, 46.
    Shipping and storage Shipped at room temperature. Product as supplied can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.
    Solubility 50 mg/ml in NaOH (1 M), 5 mg/ml in H2O. Centrifuge all product preparations before use (10000 x g 5 min).
    Storage of solutions Up to four weeks at 4°C or three months at -20°C.
    Our bioassay
    • Alomone Labs DL-AP5 inhibits NMDA (NR1+NR2A) channels expressed in Xenopus oocytes. 
      Alomone Labs DL-AP5 inhibits NMDA (NR1+NR2A) channels expressed in Xenopus oocytes. 
      A. Time course of NMDA currents were elicited by stimulation with 100 µM glutamate every 50 sec, while membrane potential was held at -80 mV. 100 µM DL-AP5 (#D-140), applied for 2 min, reversibly inhibited current amplitude. B. Superimposed current traces taken from experiment in A.
    References - Scientific background
    1. Nosyreva, E. et al. (2014) Front Mol. Neurosci. 7, 94.
    2. Warburton, E.C. et al. (2013) Neuropharmacology 74, 41.
    3. Ambert, N. et al. (2010) Open Access Bioinformatics 2, 113.
    4. Debski, E.A. et al. (1991) J. Neurosci. 11, 2947.
    Scientific background

    DL-2-Amino-5-phosphonovaleric acid (DL-AP5) is a selective NMDA receptor antagonist that competitively inhibits the glutamate binding site of NMDA receptors and blocks excitatory synaptic transmission.

    The NMDA receptor plays important physiological and pathological roles in the central nervous system. The receptor binds the neurotransmitter L-glutamate, and meditates the majority of the fast excitatory neurotransmission in the mammalian brain. In addition, it induces current formation in neurons1.

    Peripheral administration of AP5 does not cross the blood-brain-barrier and this compound may have an effect on information processing and transmission as well as plasticity2,3.

    Blockade of NMDARs by AP5 has the ability to trigger synaptic potentiation in the mature hippocampus3.

    Evidence shows that the inhibitory effects of AP5 are independent of membrane potential but decrease with increasing stimulation frequency3.

    Several studies have suggested that chronic treatment of the optic tectum with DL-AP5 desegregates eye-specific stripes in three-eyed frogs4.

    Target NMDA receptors
    Last update: 06/11/2022

    DL-AP5 (#D-140) is a highly pure, synthetic, and biologically active compound.

    For research purposes only, not for human use
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