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HomeProduct name listL-AP4

L-AP4

Synonym(s):L-AP-4;Cartilage-Derived Morphogenetic Protein-1;CDMP-1;LAP4;L-AP4

  • CAS NO.:23052-81-5
  • Empirical Formula: C4H10NO5P
  • Molecular Weight: 183.1
  • MDL number: MFCD00083244
  • EINECS: 200-258-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-28 16:48:35
L-AP4 Structural

What is L-AP4?

Description

Metabotropic 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 properties

white to off-white crystalline powder

The Uses of L-AP4

Metabotropic 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.

The Uses of L-AP4

L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is a mGluR-4/6 receptor agonist.

What are the applications of Application

L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is a mGluR-4/6 receptor agonist

Definition

ChEBI: (2S)-2-amino-4-phosphonobutanoic acid is a non-proteinogenc L-alpha-amino acid that is L-alpha-aminobutyric acid in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group. It is a potent and selective agonist for the group III metabotropic glutamate receptors (mGluR4/6/7/8). It has a role as a metabotropic glutamate receptor agonist. It is a non-proteinogenic L-alpha-amino acid and a member of phosphonic acids.

Biological Activity

Selective 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™ .

storage

Room temperature

Properties of L-AP4

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
solubility  H2O : 50 mg/mL (273.07 mM; Need ultrasonic)
pka 2.19±0.10(Predicted)
form  solid
color  White
Water Solubility  Soluble to 5 mM in water and to 100 mM in 1eq. NaOH
Sensitive  Light Sensitive
CAS DataBase Reference 23052-81-5(CAS DataBase Reference)

Safety information for L-AP4

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for L-AP4

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