Molecular structure of DL-2-Amino-5-phosphonovaleric acid (AP5), CAS Number: 76326-31-3
DL-2-Amino-5-phosphonovaleric acid (AP5) (CAS 76326-31-3)
See product citations (7)
Alternate Names:
DL-2-Amino-5-phosphonovaleric acid (AP5) is also known as DL-APV.
Application:
DL-2-Amino-5-phosphonovaleric acid (AP5) is a potent N-methyl-D-aspartate antagonist, reported to reverse NMDA inhibition of glutamate.
CAS Number:
76326-31-3
Purity:
≥95%
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
DL-2-Amino-5-phosphonovaleric acid (AP5) is an N-methyl-D-aspartate (NMDA sc-200458) receptor antagonist. Interference of DL-2-Amino-5-phosphonovaleric acid (AP5) with NMDA receptors has shown to be the mechanism behind its potent and selective antagonistic characteristic towards synaptic and amino-acid induced excitation. Additionally, in brain synapsic studies DL-2-Amino-5-phosphonovaleric acid (AP5) has been reported to reverse NMDA inhibition of glutamate release evoked by 4-aminopyridine (sc-202421). In regards to snaptic plasticity, learning, and memory research, DL-2-Amino-5-phosphonovaleric acid (AP5) may be used to study NMDA receptor activity.
DL-2-Amino-5-phosphonovaleric acid (AP5) (CAS 76326-31-3) References
- Robust changes of afferent-induced excitation in the rat spinal dorsal horn after conditioning high-frequency stimulation. | Ikeda, H., et al. 2000. J Neurophysiol. 83: 2412-20. PMID: 10758142
- Presynaptic N-methyl-D-aspartate receptor activation inhibits neurotransmitter release through nitric oxide formation in rat hippocampal nerve terminals. | Sequeira, SM., et al. 2001. Brain Res Mol Brain Res. 89: 111-8. PMID: 11311981
- Interaction between vanilloid and glutamate receptors in the central modulation of nociception. | Palazzo, E., et al. 2002. Eur J Pharmacol. 439: 69-75. PMID: 11937094
- Differential effect of peripheral glutamate (NMDA, non-NMDA) receptor antagonists on bee venom-induced spontaneous nociception and sensitization. | You, HJ., et al. 2002. Brain Res Bull. 58: 561-7. PMID: 12372559
- Neurotransmitter actions on transient amacrine and ganglion cells of the turtle retina. | Vigh, J. and Witkovsky, P. 2004. Vis Neurosci. 21: 1-11. PMID: 15137577
- Hypothalamic release of nitric oxide and interaction with amino acid neurotransmitters in chronically uraemic rats. | Woitzik, J., et al. 2005. Nephrol Dial Transplant. 20: 1566-72. PMID: 15870222
- The NMDA receptor NR2A subunit regulates proliferation of MKN45 human gastric cancer cells. | Watanabe, K., et al. 2008. Biochem Biophys Res Commun. 367: 487-90. PMID: 18178157
- Study of the interaction of glutamatergic and nitrergic signalling in conditions of the experimental airways hyperreactivity. | Antošová, M. and Strapková, A. 2013. Pharmacol Rep. 65: 650-7. PMID: 23950587
- Effects of intrastriatal blockade of glutamatergic transmission on the acquisition of T-maze and radial maze tasks. | Hauber, W. and Schmidt, WJ. 1989. J Neural Transm Gen Sect. 78: 29-41. PMID: 2569029
- Intrastriatal injection of DL-2-amino-5-phosphonovaleric acid (AP-5) induces sniffing stereotypy that is antagonized by haloperidol and clozapine. | Schmidt, WJ. 1986. Psychopharmacology (Berl). 90: 123-30. PMID: 2876450
- Resveratrol activates GABAA and/or glycine receptors on substantia gelatinosa neurons of the subnucleus caudalis in mice. | Jang, SH., et al. 2022. Nat Prod Res. 36: 5788-5792. PMID: 35086401
- 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
- Administration of DL-2-amino-5-phosphonovaleric acid (AP5) induces transient inhibition of reminder-activated memory retrieval in day-old chicks. | Summers, MJ., et al. 1997. Brain Res Cogn Brain Res. 5: 311-21. PMID: 9197518
Inhibitor of:
NMDA.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
DL-2-Amino-5-phosphonovaleric acid (AP5), 10 mg | sc-201503 | 10 mg | $80.00 | |||
DL-2-Amino-5-phosphonovaleric acid (AP5), 50 mg | sc-201503A | 50 mg | $316.00 |