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23052-81-5

23052-81-5 Structure

23052-81-5 Structure
IdentificationMore
[Name]

L-AP4
[CAS]

23052-81-5
[Synonyms]

GDF5
CDMP1
L-AP4
L-APB
SYNS2
GDF-5 mouse
GDF-5 human
BMP-14/ CDMP-1
BMP-14 (GDF-5/CDMP-1) human
2-ammonio-4-phosphonatobutanoate
(S)-4-Phosphono-2-aminobutyric acid
(2S)-2-Amino-4-phosphonobutyric acid
(S)-4-Phosphono-2-aminobutanoic acid
(S)-2-aMino-4-phosphonobutanoic acid
L(+)-2-AMINO-4-PHOSPHONOBUTANOIC ACID
L-(+)-2-AMINO-4-PHOSPHONOBUTYRIC ACID
(2S)-2-amino-4-phosphonobutanoic acid
L(+)-2-AMINO-4-PHOSPHONOBUTYRIC ACID 97%
L(+)-2-Amino-4-phosphonobutyric acid,97%
Butanoic acid, 2-amino-4-phosphono-, (2S)-
L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4)
L-(+)-2-AMINO-4-PHOSPHONOBUTYRIC ACID (L-AP4)
Anti-GDF5 (C-terminal) antibody produced in rabbit
L-(+)-2-Amino-4-phosphonobutyric Acid - CAS 23052-81-5 - Calbiochem
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C4H10NO5P
[MDL Number]

MFCD00083244
[Molecular Weight]

183.1
[MOL File]

23052-81-5.mol
Chemical PropertiesBack Directory
[Appearance]

white to off-white crystalline powder
[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)
[form ]

solid
[pka]

2.19±0.10(Predicted)
[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 DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

ES7191700
Hazard InformationBack Directory
[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
[Uses]

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

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.
[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]

Store at -20°C
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L(+)-2-Amino-4-phosphonobutyric acid, 97%(23052-81-5)
[Sigma Aldrich]

23052-81-5(sigmaaldrich)
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