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L-AP4 structure.png
Systematic (IUPAC) name
(2S)-2-amino-4-phosphonobutanoic acid
Clinical data
Legal status
CAS number 23052-81-5 YesY
ATC code ?
PubChem CID 179394
IUPHAR ligand 1412
ChemSpider 156157 N
Chemical data
Formula C4H10NO5P 
Molecular mass 183.099 g/mol
 N (what is this?)  (verify)

L-2-amino-4-phosphonobutyric acid (or L-AP4) is a drug used in scientific research, which acts as a group-selective agonist for the group III metabotropic glutamate receptors (mGluR4/6/7/8). It was the first ligand found to act as an agonist selective for this group of mGlu receptors,[1] but does not show selectivity between the different mGluR Group III subtypes. It is widely used in the study of this receptor family and their various functions.[2][3][4][5]


  1. ^ Thomsen, C (1997). "The L-AP4 receptor". General pharmacology 29 (2): 151–8. doi:10.1016/S0306-3623(96)00417-X. PMID 9251893. 
  2. ^ Lopez, S, Turle-Lorenzo, N, Acher, F, De Leonibus, E, Mele, A, Amalric, M (2007). "Targeting group III metabotropic glutamate receptors produces complex behavioral effects in rodent models of Parkinson's disease". Journal of Neuroscience 27 (25): 6701–11. doi:10.1523/JNEUROSCI.0299-07.2007. PMID 17581957. 
  3. ^ MacInnes, N, Duty, S (2008). "Group III metabotropic glutamate receptors act as hetero-receptors modulating evoked GABA release in the globus pallidus in vivo". European Journal of Pharmacology 580 (1–2): 95–9. doi:10.1016/j.ejphar.2007.10.030. PMID 18035348. 
  4. ^ Zhang, HM, Chen, SR, Pan, HL (2009). "Effects of Activation of Group III Metabotropic Glutamate Receptors on Spinal Synaptic Transmission in a Rat Model of Neuropathic Pain". Neuroscience 158 (2): 875–84. doi:10.1016/j.neuroscience.2008.10.042. PMC 2649787. PMID 19017536. 
  5. ^ MacIejak, P, Szyndler, J, Turzyńska, D, Sobolewska, A, Taracha, E, Skórzewska, A, Lehner, M, Bidziński, A, Hamed, A, Wisłowska-Stanek, Aleksandra, Płaźnik, Adam (2009). "The effects of group III mGluR ligands on pentylenetetrazol-induced kindling of seizures and hippocampal amino acids concentration". Brain Research 1282: 20–7. doi:10.1016/j.brainres.2009.05.049. PMID 19481536.