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D-AP5

Catalog No.
B6205
NMDA antagonist
Grouped product items
SizePriceStock Qty
5mg
$62.00
In stock
10mg
$112.00
In stock
50mg
$499.00
Ship with 5-10 days
100mg
$749.00
Ship with 5-10 days

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

D-AP5 is a selective NMDA receptor antagonist (Kd = 1.4 μM), which can inhibit the glutamate binding site of NMDA receptors competitively[1]. D-AP5 causes sensorimotor disorders during spatial task, but gradually worsens as animals fail to learn. Rats treated with D-AP5 show a space-dependent delay-dependent defect in the delay-matched placement protocol of the water maze[2]. 

References:

[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, 1982, 75(1): 65-75.

[2]. Morris R G, et al. N-methyl-d-aspartate receptors, learning and memory: chronic intraventricular infusion of the NMDA receptor antagonist d-AP5 interacts directly with the neural mechanisms of spatial learning. Eur J Neurosci, 2013, 37(5): 700-17.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt197.13
Cas No.79055-68-8
FormulaC5H12NO5P
SolubilitySoluble to 100 mM in sterile water
Chemical Name(R)-2-amino-5-phosphonopentanoic acid
SDFDownload SDF
Canonical SMILESOP(O)(CCC[[email protected]](C(O)=O)N)=O
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

Protocol

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

Applications

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

Rats

Dosage form

0–50 mM

Application

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.

References:

[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.

Quality Control

Quality Control & MSDS

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Chemical structure

D-AP5