Molecular structure of D(−)-2-Amino-5-phosphonovaleric acid (D-AP5), CAS Number: 79055-68-8
D(−)-2-Amino-5-phosphonovaleric acid (D-AP5) (CAS 79055-68-8)
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Alternate Names:
5-Phosphono-D-norvaline
Application:
D(−)-2-Amino-5-phosphonovaleric acid (D-AP5) is a selective antagonist of the NMDA receptor
CAS Number:
79055-68-8
Purity:
99%
Molecular Weight:
197.13
Molecular Formula:
C5H12NO5P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
D(−)-2-Amino-5-phosphonovaleric acid (D-AP5) is a selective antagonist of the NMDA receptor. D(−)-2-Amino-5-phosphonovaleric acid is described to antagonize amino acid-induced synaptic excitations, blocking L-aspartate and dorsal root-evoked spinal neuron excitation, without affecting cholinergic excitation induced by exogenous acetylcholine administration. Evoked electrical activity of neurons is suppressed by D(−)-2-Amino-5-phosphonovaleric acid antagonism of motoneuronal depolarizations at the NMDAR. The (+)-stereoisomer of D(−)-2-Amino-5-phosphonovaleric acid demonstrates considerably diminished NMDAR activity as compared to this (−)-isomer.
D(−)-2-Amino-5-phosphonovaleric acid (D-AP5) (CAS 79055-68-8) References
- Selective enhancement of non-NMDA receptor-mediated responses following induction of long-term potentiation in entorhinal cortex. | Yun, SH., et al. 2000. Synapse. 35: 1-7. PMID: 10579802
- Restoration of spontaneous exploratory behaviors with an intrathecal NMDA receptor antagonist or a PKC inhibitor in rats with acute pancreatitis. | Zhang, L., et al. 2004. Pharmacol Biochem Behav. 77: 145-53. PMID: 14724052
- Synaptically evoked glutamate transporter currents in Spinal Dorsal Horn Astrocytes. | Zhang, H., et al. 2009. Mol Pain. 5: 36. PMID: 19570219
- NMDA receptor blockage with 2-amino-5-phosphonovaleric acid improves oxidative stress after spinal cord trauma in rats. | Vural, M., et al. 2010. Spinal Cord. 48: 285-9. PMID: 19668258
- Repeated pretreatment of morphine prevents morphine-induced amnesia: A possible involvement for dorsal hippocampal NMDA receptors. | Zarrindast, MR., et al. 2011. Arch Iran Med. 14: 32-8. PMID: 21194259
- Nicotine-induced anxiogenic-like behaviours of rats in the elevated plus-maze: possible role of NMDA receptors of the central amygdala. | Zarrindast, MR., et al. 2012. J Psychopharmacol. 26: 555-63. PMID: 21948937
- The role of CA3 GABAA receptors on anxiolytic-like behaviors and avoidance memory deficit induced by NMDA receptor antagonists. | Zarrabian, S., et al. 2016. J Psychopharmacol. 30: 215-23. PMID: 26755545
- The role of CA3 GABAB receptors on anxiolytic-like behaviors and avoidance memory deficit induced by D-AP5 with respect to Ca2+ ions. | Zarrabian, S., et al. 2017. Prog Neuropsychopharmacol Biol Psychiatry. 79: 515-524. PMID: 28800869
- NMDA Receptor and L-Type Calcium Channel Modulate Prion Formation. | Zattoni, M., et al. 2021. Cell Mol Neurobiol. 41: 191-198. PMID: 32239389
- 2-Amino-5-phosphonovalerate (2APV), a potent and selective antagonist of amino acid-induced and synaptic excitation. | Davies, J., et al. 1981. Neurosci Lett. 21: 77-81. PMID: 6111052
- Actions of D and L forms of 2-amino-5-phosphonovalerate and 2-amino-4-phosphonobutyrate in the cat spinal cord. | Davies, J. and Watkins, JC. 1982. Brain Res. 235: 378-86. PMID: 6145492
- The effects of a series of omega-phosphonic alpha-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations. | Evans, RH., et al. 1982. Br J Pharmacol. 75: 65-75. PMID: 7042024
- Release of glutamate and aspartate from CA1 synaptosomes: selective modulation of aspartate release by ionotropic glutamate receptor ligands. | Zhou, M., et al. 1995. J Neurochem. 64: 1556-66. PMID: 7891083
Inhibitor of:
Arc, Blue-Sensitive Opsin, Cerebellin 1, Cerebellin 4, GRINA, KIAA0319L_AU040320, Latrophilin (ADGRL), Latrophilin-1, LRRTM3, LRRTM4, Mover, neurexin II, neuroligin 3, NGL-1, NMDA, NMDAε4, nyctalopin, Olfr571, Olfr993, Olfr994, Olfr995, Olfr996, Olfr998, PRR7, PRRT2, PSD2, SAPAP4, Serine racemase, SLC17A (solute carrier family 17), SLC17A2, SYNDIG1, Syntaxin 1B, and UNC-13.Activator of:
densin-180, NP2, PRRT1, and PSD.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
D(−)-2-Amino-5-phosphonovaleric acid (D-AP5), 5 mg | sc-200434 | 5 mg | $97.00 |