Date published: 2026-4-5

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L-AP3 (CAS 23052-80-4)

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Alternate Names:
L(+)-2-Amino-3-phosphonopropanoic acid
Application:
L-AP3 is a selective antagonist of the PI-linked metabotropic glutamate response
CAS Number:
23052-80-4
Purity:
≥97%
Molecular Weight:
169.07
Molecular Formula:
C3H8NO5P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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L-AP3 is a selective antagonist of the metabotropic glutamate receptors (mGluRs), particularly influencing the group III mGluRs which are predominantly located pre-synaptically and involved in modulating neurotransmitter release in the central nervous system. By binding to these receptors, L-AP3 effectively inhibits the physiological response normally triggered by the natural ligand, glutamate, which is the principal excitatory neurotransmitter in the brain. This inhibition can significantly alter synaptic transmission and neural circuit function, making L-AP3 useful in neurophysiological research. Its utility lies in probing the roles of group III mGluRs in various neurophysiological processes, such as synaptic plasticity, which is fundamental for understanding learning and memory mechanisms. Additionally, by modulating glutamatergic signaling, L-AP3 contributes to the exploration of the pathophysiology of neurological conditions that are thought to involve dysfunctional glutamate neurotransmission, providing insights into potential molecular targets for intervention in such conditions.


L-AP3 (CAS 23052-80-4) References

  1. Pharmacological agents acting at subtypes of metabotropic glutamate receptors.  |  Schoepp, DD., et al. 1999. Neuropharmacology. 38: 1431-76. PMID: 10530808
  2. Neurotoxic effect of high dose of L-(+)-2-amino-3-phosphonopropionic acid in rats after intracaudatal injection.  |  Yuan, F., et al. 2001. Acta Pharmacol Sin. 22: 556-60. PMID: 11747764
  3. L-AP3 blocks rises in intracellular calcium associated with hippocampal CA1 LTP.  |  Matias, C., et al. 2002. Neuroreport. 13: 751-5. PMID: 11997681
  4. Long-term, repeated dose in vitro neurotoxicity of the glutamate receptor antagonist L-AP3, demonstrated in rat hippocampal slice cultures by using continuous propidium iodide incubation.  |  Kristensen, BW., et al. 2007. Altern Lab Anim. 35: 211-21. PMID: 17559310
  5. Stereoselectivity and mode of inhibition of phosphoinositide-coupled excitatory amino acid receptors by 2-amino-3-phosphonopropionic acid.  |  Schoepp, DD., et al. 1990. Mol Pharmacol. 38: 222-8. PMID: 2166902
  6. 1S,3R-ACPD stimulates and L-AP3 blocks Ca2+ mobilization in rat cerebellar neurons.  |  Irving, AJ., et al. 1990. Eur J Pharmacol. 186: 363-5. PMID: 2289537
  7. Metabotropic glutamate receptors in brain function and pathology.  |  Schoepp, DD. and Conn, PJ. 1993. Trends Pharmacol Sci. 14: 13-20. PMID: 7680175
  8. Long-lasting enhancement of NMDA receptor-mediated synaptic transmission by metabotropic glutamate receptor activation.  |  O'Connor, JJ., et al. 1994. Nature. 367: 557-9. PMID: 7906392
  9. Actions of (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid (1S,3R-ACPD) in retinal ON bipolar cells indicate that it is an agonist at L-AP4 receptors.  |  Thoreson, WB. and Miller, RF. 1994. J Gen Physiol. 103: 1019-34. PMID: 7931135
  10. The effects of L-glutamate and trans-(+-)-1-amino-1,3-cyclopentanedicarboxylate on phosphoinositide hydrolysis can be pharmacologically differentiated.  |  Littman, L. and Robinson, MB. 1994. J Neurochem. 63: 1291-302. PMID: 7931281
  11. Reduction of phosphoinositide hydrolysis by L-amino-3-phosphonopropionate may be caused by the inhibition of synthesis of phosphatidylinositols.  |  Ikeda, M. 1993. Neurosci Lett. 157: 87-90. PMID: 8233038
  12. Functional evidence for a L-AP3-sensitive metabotropic receptor different from glutamate metabotropic receptor mGluR1.  |  Manev, RM., et al. 1993. Neurosci Lett. 155: 73-6. PMID: 8361667
  13. Blockade of the second messenger functions of the glutamate metabotropic receptor is associated with degenerative changes in the retina and brain of immature rodents.  |  Price, MT., et al. 1995. Neuropharmacology. 34: 1069-79. PMID: 8532156
  14. The metabotropic glutamate receptor antagonist L-2-amino-3-phosphonopropionic acid inhibits phosphoserine phosphatase.  |  Hawkinson, JE., et al. 1996. Eur J Pharmacol. 307: 219-25. PMID: 8832224
  15. Stimulatory effects of the putative metabotropic glutamate receptor antagonist L-AP3 on phosphoinositide turnover in neonatal rat cerebral cortex.  |  Mistry, R., et al. 1996. Br J Pharmacol. 117: 1309-17. PMID: 8882630

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L-AP3, 5 mg

sc-202201
5 mg
$45.00

L-AP3, 25 mg

sc-202201B
25 mg
$203.00