D-AP4  (Synonyms: D-APB; D-2-Amino-4-phosphonobutyric acid)

D-AP4 (D-APB; D-2-Amino-4-phosphonobutyric acid), a phosphono analogue of glutamate, is an NMDA broad spectrum excitatory amino acid receptor antagonist. D-AP4 also is an agonist for a quisqualate-sensitized AP6 site in hippocampus. D-AP4 inhibits AMPA receptor-stimulated 57Co²⁺ influx in cultured cerebellar granule cells (IC₅₀ ≥ 100 μM)^[1][2][3].

183.10

C₄H₁₀NO₅P

78739-01-2

O=C(O)[C@H](N)CCP(O)(O)=O

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• [1]. Evans RH, et al. The effects of a series of omega-phosphonic alpha-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations. Br J Pharmacol. 1982;75(1):65-75.  [Content Brief]

  [2]. Schulte MK, et al. Utilization of the resolved L-isomer of 2-amino-6-phosphonohexanoic acid (L-AP6) as a selective agonist for a quisqualate-sensitized site in hippocampal CA1 pyramidal neurons. Brain Res. 1994;649(1-2):203-207.  [Content Brief]

  [3]. Toms NJ, et al. Inhibition of AMPA receptor-stimulated 57Co2+ influx by D- and L-2-amino-4-phosphonobutanoic acid (D- and L-AP4) and L-serine-O-phosphate (L-SOP) in cultured cerebellar granule cells. Neuropharmacology. 1997;36(3):335-343.  [Content Brief]