78739-01-2
Chemical Structure
D-AP4
Synonym(s): D-APB; D-2-Amino-4-phosphonobutyric acid
- CAS. Nr.: 78739-01-2
- Formula:C4H10NO5P
- Molecular Weight:183.10
IUPAC Name: (R)-2-amino-4-phosphonobutanoic acid
InChIKey: DDOQBQRIEWHWBT-GSVOUGTGSA-N
SMILES: O=C(O)[C@H](N)CCP(O)(O)=O
Biological Activity: 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].
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D-AP4 | 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). | |||||||||||||||||||||
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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]
Keywords