L-AP4

L-AP4
  • CAS No.:23052-81-5
Other grades of this product :
L-AP4 Basic information
Product Name:L-AP4
Synonyms:L-AP4;L(+)-2-AMINO-4-PHOSPHONOBUTANOIC ACID;L-(+)-2-AMINO-4-PHOSPHONOBUTYRIC ACID;L-(+)-2-AMINO-4-PHOSPHONOBUTYRIC ACID (L-AP4);L(+)-2-AMINO-4-PHOSPHONOBUTYRIC ACID 97%;(2S)-2-Amino-4-phosphonobutyric acid;(S)-4-Phosphono-2-aminobutanoic acid;(S)-4-Phosphono-2-aminobutyric acid
CAS:23052-81-5
MF:C4H10NO5P
MW:183.1
EINECS:200-258-5
Product Categories:Glutamate receptor;Glutamate
Mol File:23052-81-5.mol
L-AP4 Chemical Properties
Melting point 207-215 °C
Boiling point 491.7±55.0 °C(Predicted)
density 1.628±0.06 g/cm3(Predicted)
storage temp. 0-6°C
pka2.19±0.10(Predicted)
form solid
Water Solubility Soluble to 5 mM in water and to 100 mM in 1eq. NaOH
Sensitive Light Sensitive
CAS DataBase Reference23052-81-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS ES7191700
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
L-AP4 Usage And Synthesis
DescriptionMetabotropic glutamate receptors (mGluR) function to modulate excitatory synaptic transmission in the brain. Eight subtypes (1-8) and multiple splice variants of the mGluR have been identified and grouped based on their pharmacological properties. Group I mGluRs (subtypes 1 and 5) activate the phosphatidyl inositol pathway, while Group II (2 and 3) and Group III (4, 6, 7, and 8) inhibit adenylyl cyclase. L-AP4, an analog of L-glutamic acid, is a selective Group III mGluR agonist that functions presynaptically to suppress glutamate release (IC50 = 2.5 μM). L-AP4 has been shown to depress synaptic transmission in glutamatergic pathways in the hippocampus, olfactory bulb, and retina as well as act as an agonist at the quisqualate-sensitized AP6 site in hippocampus.
Chemical Propertieswhite to off-white crystalline powder
UsesMetabotropic glutamate receptors (mGluR) function to modulate excitatory synaptic transmission in the brain. Eight subtypes (1-8) and multiple splice variants of the mGluR have been identified and grouped based on their pharmacological properties. Group I mGluRs (subtypes 1 and 5) activate the phosphatidyl inositol pathway, while Group II (2 and 3) and Group III (4, 6, 7, and 8) inhibit adenylyl cyclase. L-AP4, an analog of L-glutamic acid, is a selective Group III mGluR agonist that functions presynaptically to suppress glutamate release (IC50 = 2.5 μM). L-AP4 has been shown to depress synaptic transmission in glutamatergic pathways in the hippocampus, olfactory bulb, and retina as well as act as an agonist at the quisqualate-sensitized AP6 site in hippocampus.
UsesL(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is a mGluR-4/6 receptor agonist.
Biological ActivitySelective group III metabotropic glutamate receptor agonist. Synaptic depressant. Agonist at the quisqualate-sensitized AP6 site in hippocampus. Also available as part of the Group III mGlu Receptor Tocriset™ and Mixed mGlu Receptor Tocriset™ .

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