(+-)-2-AMINO-3-PHOSPHONOPROPIONIC ACID ( AP-3)NMDA ANTAGONIST Chemical Properties

Boiling point:

481.6±55.0 °C(Predicted)

Density 

1.763±0.06 g/cm3(Predicted)

solubility 

PBS (pH 7.2): 2 mg/ml

form 

White powder.

pka

1.22±0.10(Predicted)

color 

White to off-white

Safety Information

HS Code 

2931499090

(+-)-2-AMINO-3-PHOSPHONOPROPIONIC ACID ( AP-3)NMDA ANTAGONIST Usage And Synthesis

Description

Metabotropic glutamate receptors (mGluR1-8) are G protein-coupled receptors that function to modulate brain excitatory signaling via presynaptic, postsynaptic, and glial mechanisms. DL-AP3 is a competitive mGluR1 antagonist that demonstrates a K_i value of 298 μM and an IC₅₀ value of 1mM for rat mGluR1α when challenged with glutamate. DL-AP3 can antagonize excitatory amino acid-induced phosphoinositide hydrolysis, induce Ca²⁺ mobilization in rat hippocampal slices, and inhibit phosphoserine phosphatase in rat brain cortex. At concentrations from 10-300 μM DL-AP3 has been used to characterize the role of mGluR in long-term potentiation in the hippocampus in a model of learning and memory, the release of glutamate in Parkinson’s disease, and the increased activity of mGluR implicated in fragile X syndrome.

Uses

DL-2-Amino-3-phosphonopropionic acid (AP3) is an inhibitor of phosphoserine phosphatase and mGluR. Also known as the antagonist of a receptor that is coupled to phosphoinositide metabolism in brain slices. D,L-2-Amino-3-phosphonopropionic acid is also an inhibitor of metabotropic glutamate receptors in rat brain.

Definition

ChEBI: 2-amino-3-phosphonopropanoic acid is a non-proteinogenc alpha-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group. It has a role as a metabotropic glutamate receptor antagonist and a human metabolite. It is a non-proteinogenic alpha-amino acid, a member of phosphonic acids and an alanine derivative.

(+-)-2-AMINO-3-PHOSPHONOPROPIONIC ACID ( AP-3)NMDA ANTAGONIST(5652-28-8)Related Product Information

• QUISQUALIC ACID
• (+/-)-ALPHA-METHYL-(4-SULFONOPHENYL)GLYCINE
• (2S,3S,4S)-2-METHYL-2-(CARBOXYCYCLOPROPYL)GLYCINE
• (S)-MPPG
• CPPG
• JNJ 16259685
• (2R,4R)-APDC
• L-AP3
• MPPG
• 4-Phosphonophenylglycine
• AIDA
• L-AP4
• IBOTENIC ACID
• 3-PHOSPHONOPROPIONIC ACID