DL-AP5

Cat. No. 0105

DL-AP5 C5H12NO5P [76326-31-3]

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Alternative Name: 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:
197.13
Formula:
C5H12NO5P
Solubility:
Soluble to 10 mM in water and to 100 mM in 1eq. NaOH
Purity:
>98 %
Storage:
Store at RT
CAS No:
76326-31-3

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.

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch
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Safety Data Sheet: View Safety Data Sheet

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.

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.

If you know of a relevant reference for this product please let us know.

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

Halff et al (2014) A novel mechanism for nicotinic potentiation of glutamatergic synapses. J Neurosci 34 2051. PMID: 24501347.

Röther et al (2014) Dynamic properties of the alkaline vesicle population at hippocampal synapses. PLoS One 9 e102723. PMID: 25079223.

Tamura et al (2014) Both neurons and astrocytes exhibited tetrodotoxin-resistant metabotropic glutamate receptor-dependent spontaneous slow Ca2+ oscillations in striatum. PLoS One 9 e85351. PMID: 24454845.

Wilcox et al (2014) Repeated binge-like ethanol drinking alters ethanol drinking patterns and depresses striatal GABAergic transmission. Neuropsychopharmacology 39 579. PMID: 23995582.

Berlinguer-Palmini et al (2013) GPR35 activation reduces Ca2+ transients and contributes to the kynurenic acid-dependent reduction of synaptic activity at CA3-CA1 synapses. PLoS One 8 e82180. PMID: 24312407.

Rehak et al (2013) Low voltage activation of KCa1.1 current by Cav3-KCa1.1 complexes. PLoS One 8 e61844. PMID: 23626738.

Thayer et al (2013) Increased neuronal activity fragments the Golgi complex. Proc Natl Acad Sci U S A 110 1482. PMID: 23297202.

Tyagarajan et al (2013) Extracellular signal-regulated kinase and glycogen synthase kinase 3β regulate gephyrin postsynaptic aggregation and GABAergic synaptic function in a calpain-dependent mechanism. J Biol Chem 288 9634. PMID: 23408424.

Seese et al (2012) LTP induction translocates cortactin at distant synapses in wild-type but not Fmr1 knock-out mice. J Neurosci 32 7403. PMID: 22623686.

Shih et al (2012) 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. J Pain 13 338. PMID: 22341316.

Vivar et al (2012) Mixed electrical-chemical transmission between hippocampal mossy fibers and pyramidal cells. Eur J Neurosci 35 76. PMID: 22151275.

Reali et al (2011) GABAergic signalling in a neurogenic niche of the turtle spinal cord. J Physiol 589 5633. PMID: 21911613.

Yang et al (2011) SynGAP moves out of the core of the postsynaptic density upon depolarization. Neuroscience 192 132. PMID: 21736925.

Stein and Chetkovich (2010) Regulation of stargazin synaptic trafficking by C-terminal PDZ ligand phosphorylation in bidirectional synaptic plasticity. J Neurochem 113 42. PMID: 19968761.

Torborg et al (2010) Control of CA3 output by feedforward inhibition despite developmental changes in the excitation-inhibition balance. J Neurosci 30 15628. PMID: 21084618.

Zheng et al (2010) SAP102 is a highly mobile MAGUK in spines. J Neurosci 30 4757. PMID: 20357126.

Zang et al (2009) A mouse model of the human Fragile X syndrome I304N mutation. PLoS Genet 5 e1000758. PMID: 20011099.

Costa et al (2008) Electrophysiology and pharmacology of striatal neuronal dysfunction induced by mitochondrial complex I inhibition. J Neurosci 28 8040. PMID: 18685029.

Woo et al (2007) Neuregulin-1 enhances depolarization-induced GABA release. Neuron 54 599. PMID: 17521572.

Ince-Dunn et al (2006) Regulation of thalamocortical patterning and synaptic maturation by NeuroD2. Neuron 49 683. PMID: 16504944.

Kopp et al (2006) Insufficient sleep reversibly alters bidirectional synaptic plasticity and NMDA receptor function. J Neurosci 26 12456. PMID: 17135407.

Nosyreva and Huber (2006) Metabotropic receptor-dependent long-term depression persists in the absence of protein synthesis in the mouse model of fragile X syndrome. J Neurophysiol 95 3291. PMID: 16452252.

Melyan et al (2004) Metabotropic regulation of intrinsic excitability by synaptic activation of kainate receptors. J Neurosci 24 4530. PMID: 15140923.

Bureau et al (2000) Kainate receptor-mediated synaptic currents in cerebellar Golgi cells are not shaped by diffusion of glutamate. Proc Natl Acad Sci U S A 97 6838. PMID: 10841579.

Do you know of a great paper that uses DL-AP5 from Tocris? If so please let us know.show all ▼show less ▲

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