Catalog Number: 0105
Alternate Names: DL-APV
Chemical Name: DL-2-Amino-5-phosphonopentanoic acid
Biological Activity
Potent NMDA antagonist. Separate isomers D-AP5 (Cat. No. 0106), L-AP5 (Cat. No. 0107) and sodium salt DL-AP5 Sodium salt (Cat. No. 3693) also available.
Technical Data
  • M.Wt:
  • Formula:
  • Solubility:
    Soluble to 10 mM in water and to 100 mM in 1eq. NaOH
  • Purity:
  • Storage:
    Store at RT
  • CAS No:
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Additional Information
Other Product-Specific Information:
Background References
  1. Actions of D and L forms of 2-amino-5-phosphonovalerate and 2-amino-4-phosphonobutyrate in the cat spinal cord.
    Davies and Watkins
    Brain Res., 1982;235:378
  2. 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.
    Evans et al.
    Br.J.Pharmacol., 1982;75:65

The citations listed below are publications that use Tocris products. Selected citations for DL-AP5 include:

Showing Results 1 - 10 of 63

  1. Electrophysiological Assessment of Serotonin and GABA Neuron Function in the Dorsal Raphe during the Third Trimester Equivalent Developmental Period in Mice(1,2,3).
    Authors: Morton Et al.
  2. Rapid dispersion of SynGAP from synaptic spines triggers AMPA receptor insertion and spine enlargement during LTP.
    Authors: Araki Et al.
  3. Development of a neuroprotective peptide that preserves survival pathways by preventing Kidins220/ARMS calpain processing induced by excitotoxicity.
    Authors: Gamir-Morralla Et al.
    Cell Death Dis
  4. IL-1 interacts with ethanol effects on GABAergic transmission in the mouse central amygdala.
    Authors: Bajo Et al.
    Front Pharmacol
  5. GluN2B-Containing NMDA Receptors Regulate AMPA Receptor Traffic through Anchoring of the Synaptic Proteasome.
    Authors: Ferreira Et al.
    J Neurosci
  6. PAR1-activated astrocytes in the nucleus of the solitary tract stimulate adjacent neurons via NMDA receptors.
    Authors: Vance Et al.
    J Neurosci
  7. Cortical Synaptic Inhibition Declines during Auditory Learning.
    Authors: Sarro Et al.
    J Neurosci
  8. Muscarinic receptors modulate dendrodendritic inhibitory synapses to sculpt glomerular output.
    Authors: Liu Et al.
    J Neurosci
  9. IGF-1 Signaling Plays an Important Role in the Formation of Three-Dimensional Laminated Neural Retina and Other Ocular Structures From Human Embryonic Stem Cells.
    Authors: Mellough Et al.
    Stem Cells
  10. Development and function of human cerebral cortex neural networks from pluripotent stem cells in vitro.
    Authors: Kirwan Et al.
  11. Rosiglitazone Suppresses In Vitro Seizures in Hippocampal Slice by Inhibiting Presynaptic Glutamate Release in a Model of Temporal Lobe Epilepsy.
    Authors: Wong Et al.
    PLoS One
  12. Both neurons and astrocytes exhibited tetrodotoxin-resistant metabotropic glutamate receptor-dependent spontaneous slow Ca2+ oscillations in striatum.
    Authors: Tamura Et al.
    PLoS One
  13. The Ca2+ sensor protein swiprosin-1/EFhd2 is present in neurites and involved in kinesin-mediated transport in neurons.
    Authors: Purohit Et al.
    PLoS One
  14. Dynamic properties of the alkaline vesicle population at hippocampal synapses.
    Authors: Röther Et al.
    PLoS One
  15. LTD expression is independent of glutamate receptor subtype.
    Authors: Granger and Nicoll
    Front Synaptic Neurosci
  16. Synapse elimination and learning rules co-regulated by MHC class I H2-Db.
    Authors: Lee Et al.
  17. Repeated binge-like ethanol drinking alters ethanol drinking patterns and depresses striatal GABAergic transmission.
    Authors: Wilcox Et al.
  18. Phasic, nonsynaptic GABA-A receptor-mediated inhibition entrains thalamocortical oscillations.
    Authors: Rovó Et al.
    J Neurosci
  19. A novel mechanism for nicotinic potentiation of glutamatergic synapses.
    Authors: Halff Et al.
    J Neurosci
  20. Moderate Alcohol Exposure during the Rat Equivalent to the Third Trimester of Human Pregnancy Alters Regulation of GABAA Receptor-Mediated Synaptic Transmission by Dopamine in the Basolateral Amygdala.
    Authors: Diaz Et al.
    Front Pediatr
  21. GPR35 activation reduces Ca2+ transients and contributes to the kynurenic acid-dependent reduction of synaptic activity at CA3-CA1 synapses.
    Authors: Berlinguer-Palmini Et al.
    PLoS One
  22. Low voltage activation of KCa1.1 current by Cav3-KCa1.1 complexes.
    Authors: Rehak Et al.
    PLoS One
  23. Autism-related deficits via dysregulated eIF4E-dependent translational control.
    Authors: Gkogkas Et al.
  24. Extracellular signal-regulated kinase and glycogen synthase kinase 3β regulate gephyrin postsynaptic aggregation and GABAergic synaptic function in a calpain-dependent mechanism.
    Authors: Tyagarajan Et al.
    J Biol Chem
  25. Increased neuronal activity fragments the Golgi complex.
    Authors: Thayer Et al.
    Proc Natl Acad Sci U S A
  26. Chronic ethanol up-regulates the synaptic expression of the nuclear translational regulatory protein AIDA-1 in primary hippocampal neurons.
    Authors: Mulholland Et al.
  27. Disruption of Eaat2b, a glutamate transporter, results in abnormal motor behaviors in developing zebrafish.
    Authors: McKeown Et al.
    Dev Biol
  28. Mixed electrical-chemical transmission between hippocampal mossy fibers and pyramidal cells.
    Authors: Vivar Et al.
    Eur J Neurosci
  29. Activity-dependent regulation of inhibition via GAD67.
    Authors: Lau and Murthy
    J Neurosci
  30. LTP induction translocates cortactin at distant synapses in wild-type but not Fmr1 knock-out mice.
    Authors: Seese Et al.
    J Neurosci
  31. Spinal cord NMDA receptor-mediated activation of mammalian target of rapamycin is required for the development and maintenance of bone cancer-induced pain hypersensitivities in rats.
    Authors: Shih Et al.
    J Pain
  32. Focal adhesion kinase regulates actin nucleation and neuronal filopodia formation during axonal growth.
    Authors: Chacón Et al.
  33. GABAergic signalling in a neurogenic niche of the turtle spinal cord.
    Authors: Reali Et al.
    J Physiol
  34. Neurogranin phosphorylation fine-tunes long-term potentiation.
    Authors: Zhong Et al.
    Eur J Neurosci
  35. Functional NMDA receptors at axonal growth cones of young hippocampal neurons.
    Authors: Wang Et al.
    J Neurosci
  36. Homeostatic synaptic plasticity through changes in presynaptic calcium influx.
    Authors: Zhao Et al.
    J Neurosci
  37. Neto1 is an auxiliary subunit of native synaptic kainate receptors.
    Authors: Tang Et al.
    J Neurosci
  38. SynGAP moves out of the core of the postsynaptic density upon depolarization.
    Authors: Yang Et al.
  39. M3 muscarinic acetylcholine receptor expression confers differential cholinergic modulation to neurochemically distinct hippocampal basket cell subtypes.
    Authors: Rio Et al.
    J Neurosci
  40. SAP102 is a highly mobile MAGUK in spines.
    Authors: Zheng Et al.
    J Neurosci
  41. Control of CA3 output by feedforward inhibition despite developmental changes in the excitation-inhibition balance.
    Authors: Torborg Et al.
    J Neurosci
  42. Glutamate co-release at GABA/glycinergic synapses is crucial for the refinement of an inhibitory map.
    Authors: Noh Et al.
    Nat Neurosci
  43. Regulation of stargazin synaptic trafficking by C-terminal PDZ ligand phosphorylation in bidirectional synaptic plasticity.
    Authors: Stein and Chetkovich
    J Neurochem
  44. A mouse model of the human Fragile X syndrome I304N mutation.
    Authors: Zang Et al.
    PLoS Genet
  45. Compensatory enhancement of intrinsic spiking upon NKCC1 disruption in neonatal hippocampus.
    Authors: Sipilä Et al.
    J Neurosci
  46. Co-transmission of dopamine and GABA in periglomerular cells.
    Authors: Maher and Westbrook
    J Neurophysiol
  47. Electrophysiology and pharmacology of striatal neuronal dysfunction induced by mitochondrial complex I inhibition.
    Authors: Costa Et al.
    J Neurosci
  48. NMDA receptor blockade with memantine attenuates white matter injury in a rat model of periventricular leukomalacia.
    Authors: Manning Et al.
    J Neurosci
  49. White matter vulnerability to ischemic injury increases with age because of enhanced excitotoxicity.
    Authors: Baltan Et al.
    J Neurosci
  50. Sequential changes in AMPA receptor targeting in the developing neocortical excitatory circuit.
    Authors: Brill and Huguenard
    J Neurosci
  51. Dopamine enhances fast excitatory synaptic transmission in the extended amygdala by a CRF-R1-dependent process.
    Authors: Kash Et al.
    J Neurosci
  52. Neuregulin-1 enhances depolarization-induced GABA release.
    Authors: Woo Et al.
  53. Long-term modifications in the strength of excitatory associative inputs in the piriform cortex.
    Authors: Young and Sun
    Chem Senses
  54. Metabotropic receptor-dependent long-term depression persists in the absence of protein synthesis in the mouse model of fragile X syndrome.
    Authors: Nosyreva and Huber
    J Neurophysiol
  55. Regulation of thalamocortical patterning and synaptic maturation by NeuroD2.
    Authors: Ince-Dunn Et al.
  56. Insufficient sleep reversibly alters bidirectional synaptic plasticity and NMDA receptor function.
    Authors: Kopp Et al.
    J Neurosci
  57. GAT-3 transporters regulate inhibition in the neocortex.
    Authors: Kinney
    J Neurophysiol
  58. Glutamatergic regulation of the p70S6 kinase in primary mouse neurons.
    Authors: Lenz and Avruch
    J Biol Chem
  59. Programmed and induced phenotype of the hippocampal granule cells.
    Authors: Gómez-Lira Et al.
    J Neurosci
  60. Synchronized network activity in developing rat hippocampus involves regional hyperpolarization-activated cyclic nucleotide-gated (HCN) channel function.
    Authors: Bender Et al.
    Eur J Neurosci
  61. Metabotropic regulation of intrinsic excitability by synaptic activation of kainate receptors.
    Authors: Melyan Et al.
    J Neurosci
  62. A GDP/GTP exchange protein for the Rab3 small G protein family up-regulates a postdocking step of synaptic exocytosis in central synapses.
    Authors: Yamaguchi Et al.
    Proc Natl Acad Sci U S A
  63. Kainate receptor-mediated synaptic currents in cerebellar Golgi cells are not shaped by diffusion of glutamate.
    Authors: Bureau Et al.
    Proc Natl Acad Sci U S A
Expand to show all
Tocris Small Molecules
Description Application Cat# Citations Images  


0106 277  
View Sizes & Prices
Catalog# Size Price Stock Quantity
Loading Information....

DL-AP5 Sodium salt

3693 3  
View Sizes & Prices
Catalog# Size Price Stock Quantity
Loading Information....


0107 2  
View Sizes & Prices
Catalog# Size Price Stock Quantity
Loading Information....
Tocris Bioscience is the leading supplier of novel and exclusive tools for life science research with over 30 years' experience in the industry. Tocris is a Bio-Techne brand.

Order Details


Contact Information

Molarity Calculator
Calculate the mass, volume or concentration required for a solution

The molarity calculator is based on the following equation:

Mass (g) = Concentration (mol/L) x Volume (L) x Molecular Weight (g/mol)
An example of a molarity calculation using the molarity calculator:
What is the mass of compound required to make a 10 mM stock solution in 10 ml of water given that the molecular weight of the compound is 197.13 g/mol?

R&D Systems Guarantee

or select another batch:


Customer Information