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D-AP5 Catalog No.GC16315

NMDA antagonist

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Sample solution is provided at 25 µL, 10mM.

Quality Control

Quality Control & SDS

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Cell experiment [1]:

Cell lines

Neonatal slices, juvenile slices

Preparation method

Soluble to 100 mM in sterile water. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

100 μM


In neonatal slices, a 5 Hz/3 min train of stimuli did not induce LTD of field EPSPs in the presence of 100 μM D-AP5. In juvenile slices, a 5 Hz/3 min train of stimuli did not induce LTD of field EPSPs in the presence of 100 μM D-AP5. In the presence of 100 μM D-AP5, voltage-clamping the cells at -80 mV during the induction protocol prevented the induction of mGluR-LTD.

Animal experiment [2,3]:

Animal models


Dosage form

0–50 mM


In rats, D-AP5 (0–50 mM) via osmotic minipumps impaired spatial learning in a linear dose-dependent manner, highly correlated with its corresponding impairment of hippocampal LTP. No concentration of D-AP5 was observed to block LTP without affecting learning. Acute intrahippocampal infusion of radiolabelled D-AP5 revealed relatively restricted diffusion and was used to estimate whole-tissue hippocampal drug concentrations. Chronic i.c.v. infusions of D-AP5 caused a delay-dependent impairment of memory.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.


[1]. Oliet S H R, Malenka R C, Nicoll R A. Two distinct forms of long-term depression coexist in CA1 hippocampal pyramidal cells[J]. Neuron, 1997, 18(6): 969-982.

[2]. Davis S, Butcher S P, Morris R G. The NMDA receptor antagonist D-2-amino-5-phosphonopentanoate (D-AP5) impairs spatial learning and LTP in vivo at intracerebral concentrations comparable to those that block LTP in vitro[J]. Journal of Neuroscience, 1992, 12(1): 21-34.

[3]. Steele R J, Morris R G M. Delay‐dependent impairment of a matching‐to‐place task with chronic and intrahippocampal infusion of the NMDA‐antagonist D‐AP5[J]. Hippocampus, 1999, 9(2): 118-136.

Chemical Properties

Cas No. 79055-68-8 SDF Download SDF
Synonyms D-2-Amino-5-Phosphonovaleric acid; D-APV
Chemical Name (R)-2-amino-5-phosphonopentanoic acid
Canonical SMILES OP(O)(CCC[C@H](C(O)=O)N)=O
Formula C5H12NO5P M.Wt 197.13
Solubility 5mg/ml in ethanol and DMSO; 1mg/ml in DMF Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
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D-AP5 is a selective N-methyl-D-aspartate (NMDA) receptor antagonist (Kd = 1.4 μM) that competitively inhibits the glutamate binding site of NMDA receptors.[1] Whereas D-AP5 is the active (−)-stereoisomer, its (+)-isomer (L-AP5) demonstrates considerably less potent NMDA receptor antagonist activity.1 AP5 has been widely used to study the activity of NMDA receptors particularly in regard to researching synaptic plasticity, learning, and memory.[2]

[1]. Evans, R.H., Francis, A.A., Jones, A.W., et al. The effects of a series of ω-phosphonic α-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations. Br. J. Pharmacol. 75(1), 65-75 (1982).
[2]. Morris, R.J. Synaptic plasticity and learning: Selective impairment of learning rats and blockade of long-term potentiation in vivo by the N-methyl-D-aspartate receptor antagonist AP5. J. Neurosci. 9(9), 3040-3057 (1989).