L-AP4 is a selective group III metabotropic glutamate receptor agonist that acts at mGlu4, mGlu8, mGlu6 and mGlu7 receptors (EC₅₀ values = 0.1-0.13 μM, 0.29 μM, 1.0-2.4 μM and 249-337 μM, respectively). L-AP4 is a synaptic depressant and inhibits excitatory post-synaptic currents. L-AP4 is also an agonist at the quisqualate-sensitized AP6 site in hippocampus.

DL Mixture also available.

Product Specifications

Molecular Weight

183.10

Formula

C₄H₁₀NO₅P

Storage

Store at RT

Purity

≥99% (HPLC)

Chemical Name

L-(+)-2-Amino-4-phosphonobutyric acid

CAS Number

23052-81-5

PubChem ID

179394

InChI Key

DDOQBQRIEWHWBT-VKHMYHEASA-N

SMILES

[H][C@@](CCP(O)(O)=O)(N)C(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Solubility

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	water	0.92	5
	1eq. NaOH	18.31	100

Preparing Stock Solutions for L-AP4

The following data is based on the product molecular weight 183.10

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	5.46 mL	27.31 mL	54.61 mL
5 mM	1.09 mL	5.46 mL	10.92 mL
10 mM	0.55 mL	2.73 mL	5.46 mL
50 mM	0.11 mL	0.55 mL	1.09 mL

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Background References

References are publications that support the biological activity of the product.

Selvam Increased potency and selectivity for group III metabotropic glutamate receptor agonists binding at dual sites. J.Med.Chem. 2018 PMID: 29397723
Tones The agonist selectivity of a class III metabotropic glutamate receptor, human mGluR4a, is determined by the N-terminal extracellular domain. NeuroReport 1995 PMID: 8742431
Evans 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. 1982 PMID: 7042024
Nakanishi Molecular diversity of glutamate receptors and implications for brain functions. Science 1992 PMID: 1329206
Bushell Antagonism of the synaptic depressant actions of L-AP4 in the lateral perforant path by MAP4. Neuropharmacology 1995 PMID: 7617150

L-AP4

Tocris Bioscience, part of Bio-Techne | Catalog # 0103

Key Product Details

Description

View all Group III mGluR Agonists »

Product Description