DL-AP5 Sodium salt

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Description: Potent and selective NMDA antagonist; sodium salt of DL-AP5
Chemical Name: DL-2-Amino-5-phosphonopentanoic acid sodium salt
Purity: ≥98% (HPLC)
Datasheet
Citations (28)
Reviews (2)
Literature (6)

Biological Activity for DL-AP5 Sodium salt

DL-AP5 Sodium salt is the sodium salt of DL-AP5 (Cat. No. 0105) and a racemic mixture of the D- and L-isomers of AP5, a selective NMDA receptor antagonist that competes with glutamate binding and is commonly used to inhibit NMDA-dependent synaptic plasticity. D-AP5 (Cat. No. 0106) is the more active isomer and displays approximately 52-fold higher potency than the L-isomer, L-AP5 (Cat. No. 0107). In vitro D-AP5 reduces NMDA-induced depolarization of cortical neurons, with no effect on the response to L-Quisqualic acid (Cat. No. 0188) or Kainic acid (Cat. No. 0222). Following spinal injection of D-AP5, NMDA-response is rapidly reduced, with no effect seen on spontaneously active neurons.

DL mixture, D-isomer and L-isomer also available.

Technical Data for DL-AP5 Sodium salt

M. Wt 219.11
Formula C5H11NNaO5P
Storage Desiccate at RT
Purity ≥98% (HPLC)
CAS Number 1303993-72-7
PubChem ID 52974251
InChI Key KWRCYAPNGUCHOE-UHFFFAOYSA-M
Smiles [Na+].NC(CCCP(O)([O-])=O)C(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for DL-AP5 Sodium salt

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 21.91 100

Preparing Stock Solutions for DL-AP5 Sodium salt

The following data is based on the product molecular weight 219.11. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.56 mL 22.82 mL 45.64 mL
5 mM 0.91 mL 4.56 mL 9.13 mL
10 mM 0.46 mL 2.28 mL 4.56 mL
50 mM 0.09 mL 0.46 mL 0.91 mL

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Product Datasheets for DL-AP5 Sodium salt

Certificate of Analysis / Product Datasheet
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References for DL-AP5 Sodium salt

References are publications that support the biological activity of the product.

Evans et al (1982) The effect of a series of ω-phosphonic-α-carboxylic amino acids on electrically evoked and amino acid induced responses in isolated spinal cord preparations. Br.J.Pharmacol. 75 65 PMID: 7042024

Davies and Watkins (1982) Actions of D and L forms of 2-amino-5-phosphonovalerate and 2-amino-4-phosphonobutyrate in the cat spinal cord. Brain Res. 235 378 PMID: 6145492


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Keywords: DL-AP5 Sodium salt, DL-AP5 Sodium salt supplier, Broad, spectrum, EAA, antagonists, Glutamate, Ionotropic, Non-Selective, iGluR, Receptors, mGlur, Metabotropic, DLAP5, AP5, NMDA, 3693, Tocris Bioscience

28 Citations for DL-AP5 Sodium salt

Citations are publications that use Tocris products. Selected citations for DL-AP5 Sodium salt include:

Hyunjung et al (2020) Activation of Astrocytes in the Dorsomedial Striatum Facilitates Transition From Habitual to Goal-Directed Reward-Seeking Behavior. Biol Psychiatry 88 797-808 PMID: 32564901

Meng-Jung et al (2020) Electrical Imaging of Light-Induced Signals Across and Within Retinal Layers. Front Neurosci 14 563964 PMID: 33328846

Genevieve et al (2020) Single-Cell Analysis of Foxp1-Driven Mechanisms Essential for Striatal Development. Cell Rep 30 3051-3066.e7 PMID: 32130906

Mauro et al (2019) Mechanisms Underlying Microbial-Mediated Changes in Social Behavior in Mouse Models of Autism Spectrum Disorder. Neuron 101 246-259.e6 PMID: 30522820

Thomsen et al (2016) Fixed single-cell transcriptomic characterization of human radial glial diversity. Sci Rep 13 87 PMID: 26524239

Pan et al (2016) Postnatal development of the electrophysiological properties of somatostatin interneurons in the anterior cingulate cortex of mice. PLoS One 6 28137 PMID: 27319800

Pati et al (2020) Chronic postnatal chemogenetic activation of forebrain excitatory neurons evokes persistent changes in mood behavior ELife 9 PMID: 32955432

Zhao et al (2018) Soluble Aβ Oligomers Impair Dipolar Heterodendritic Plasticity by Activation of mGluR in the Hippocampal CA1 Region. iScience 6 138 PMID: 30240608

Athilingam et al (2017) Serotonin enhances excitability and gamma frequency temporal integration in mouse prefrontal fast-spiking interneurons. Elife 6 PMID: 29206101

Maschi and Klyachko (2017) Spatiotemporal Regulation of Synaptic Vesicle Fusion Sites in Central Synapses. Neuron 94 65 PMID: 28343869

Falgairolle and O'Donovan (2015) Pharmacological Investigation of Fluoro-Gold Entry into Spinal Neurons. Purinergic Signal 10 e0131430 PMID: 26102354

Darío et al (2018) Myosin V functions as a vesicle tether at the plasma membrane to control neurotransmitter release in central synapses. Elife 7 PMID: 30320552

Cazares et al (2016) Dynamic Partitioning of Synaptic Vesicle Pools by the SNARE-Binding Protein Tomosyn. J Neurosci 36 11208 PMID: 27807164

Allan E et al (2016) Vasoactive Intestinal Peptide Excites GnRH Neurons in Male and Female Mice. Endocrinology 157 3621-30 PMID: 27501185

Seong-Woo et al (2022) Correlated Activity in the Degenerate Retina Inhibits Focal Response to Electrical Stimulation. Front Cell Neurosci 16 889663 PMID: 35602554

Stefano et al (2022) Brainstem activation of GABAB receptors in the nucleus tractus solitarius increases gastric motility. Front Neurosci 16 961042 PMID: 35983226

Niaz et al (2022) Interactions between Brainstem Neurons That Regulate the Motility to the Stomach. J Neurosci 42 5212-5228 PMID: 35610046

Bo et al (2022) Light and electron microscopic imaging of synaptic vesicle endocytosis at mouse hippocampal cultures. STAR Protoc 3 101495 PMID: 35776639

Katarzyna et al (2022) Stimulus-specific remodeling of the neuronal transcriptome through nuclear intron-retaining transcripts. EMBO J 41 e110192 PMID: 36149731

Jian et al (2022) Generation of vascularized brain organoids to study neurovascular interactions. Elife 11 PMID: 35506651

Stephan A et al (2021) Protein kinase D promotes activity-dependent AMPA receptor endocytosis in hippocampal neurons. Traffic 22 454-470 PMID: 34564930

Marla B et al (2021) Excitatory neurotransmission activates compartmentalized calcium transients in Müller glia without affecting lateral process motility. Elife 10 PMID: 34913435

Richard A et al (2021) Presynaptic Kv3 channels are required for fast and slow endocytosis of synaptic vesicles. Neuron 109 938-946.e5 PMID: 33508244

Xinhuai et al (2021) Highly redundant neuropeptide volume co-transmission underlying episodic activation of the GnRH neuron dendron. Elife 10 PMID: 33464205

Gerald W et al (2021) Protocol for detecting plastic changes in defined neuronal populations in neuropathic mice. STAR Protoc 2 100698 PMID: 34382022

Sophie et al (2021) Glucokinase neurons of the paraventricular nucleus of the thalamus sense glucose and decrease food consumption. iScience 24 103122 PMID: 34622169

Raul et al (2021) Control of protein synthesis and memory by GluN3A-NMDA receptors through inhibition of GIT1/mTORC1 assembly. Elife 10 PMID: 34787081

Yalun et al (2021) Dendritic osmosensors modulate activity-induced calcium influx in oxytocinergic magnocellular neurons of the mouse PVN. Elife 10 PMID: 34250900


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Reviews for DL-AP5 Sodium salt

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Works as expected..
By Anonymous on 06/01/2020
Assay Type: Ex Vivo
Species: Mouse
Cell Line/Tissue: Paraventricular nucleus of hypothalamus

DL-AP5 (40 micromolar) blocked spontaneous excitatory postsynaptic currents in an ex-vivo slice preparation.

PMID: 32133707

NMDA glutamate site antagonist.
By Syed Ali on 01/04/2018
Assay Type: Ex Vivo
Species: Mouse

This small molecule was used as NMDA glutamate site antagonist in ex-vivo patch clamp electrophysiology to investigate neuronal excitability.


Literature in this Area

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