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D-AP5

(Synonyms: (R)-(-)-2-氨基-5-膦酰戊酸,D-2-Amino-5-Phosphonovaleric acid; D-APV) 目录号 : GC16315

A selective NMDA antagonist

D-AP5 Chemical Structure

Cas No.:79055-68-8

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5mg
¥700.00
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10mg
¥1,246.00
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50mg
¥5,446.00
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100mg
¥8,176.00
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Sample solution is provided at 25 µL, 10mM.

产品文档

Quality Control & SDS

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实验参考方法

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.

产品描述

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]

Reference:
[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).

Chemical Properties

Cas No. 79055-68-8 SDF
别名 (R)-(-)-2-氨基-5-膦酰戊酸,D-2-Amino-5-Phosphonovaleric acid; D-APV
化学名 (R)-2-amino-5-phosphonopentanoic acid
Canonical SMILES OP(O)(CCC[C@H](C(O)=O)N)=O
分子式 C5H12NO5P 分子量 197.13
溶解度 PBS (pH 7.2): 10 mg/ml 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

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1 mg 5 mg 10 mg
1 mM 5.0728 mL 25.364 mL 50.7279 mL
5 mM 1.0146 mL 5.0728 mL 10.1456 mL
10 mM 0.5073 mL 2.5364 mL 5.0728 mL
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