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L-AP4

CAS No.
23052-81-5
Chemical Name:
L-AP4
Synonyms
GDF5;L-AP4;L-APB;SYNS2;CDMP1;GDF-5 human;GDF-5 mouse;BMP-14/ CDMP-1;BMP-14 (GDF-5/CDMP-1) human;2-ammonio-4-phosphonatobutanoate
CBNumber:
CB1141944
Molecular Formula:
C4H10NO5P
Molecular Weight:
183.1
MDL Number:
MFCD00083244
MOL File:
23052-81-5.mol
MSDS File:
SDS
Last updated:2024-10-28 16:48:35

L-AP4 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
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)
FDA UNII C8M58SS68H

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  ES7191700
NFPA 704
0
2 0

L-AP4 price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A7929 L-(+)-2-Amino-4-phosphonobutyric acid optical purity optical purity: ≥95% (HPLC, Marfey′s reagent) 23052-81-5 0.5mg $103 2024-03-01 Buy
Sigma-Aldrich SRP4667 GDF-5 human recombinant, expressed in E. coli, ≥95% (SDS-PAGE), ≥95% (HPLC) 23052-81-5 50μG $316 2022-05-15 Buy
Sigma-Aldrich 165300 L-(+)-2-Amino-4-phosphonobutyric Acid 23052-81-5 1mg $88.3 2022-05-15 Buy
Alfa Aesar J64075 (S)-(+)-2-Amino-4-phosphonobutyric acid, 99% 23052-81-5 1mg $93.65 2024-03-01 Buy
Alfa Aesar J64075 (S)-(+)-2-Amino-4-phosphonobutyric acid, 99% 23052-81-5 10mg $216.65 2024-03-01 Buy
Product number Packaging Price Buy
A7929 0.5mg $103 Buy
SRP4667 50μG $316 Buy
165300 1mg $88.3 Buy
J64075 1mg $93.65 Buy
J64075 10mg $216.65 Buy

L-AP4 Chemical Properties,Uses,Production

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

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.

Uses

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

141894-89-5
23052-81-5
Synthesis of L-AP4 from (S)-2-Amino-4-(diethoxyphosphoryl)butanoic acid
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View Lastest Price from L-AP4 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-AP4 pictures 2024-10-28 L-AP4
23052-81-5
US $140.00-415.00 / mg 10g TargetMol Chemicals Inc.
L-AP4 pictures 2021-08-12 L-AP4
23052-81-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
L-AP4 pictures 2020-01-05 L-AP4
23052-81-5
US $1.00 / KG 1KG 95--99% 1ton Career Henan Chemical Co
  • L-AP4 pictures
  • L-AP4
    23052-81-5
  • US $140.00-415.00 / mg
  • TargetMol Chemicals Inc.
  • L-AP4 pictures
  • L-AP4
    23052-81-5
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • L-AP4 pictures
  • L-AP4
    23052-81-5
  • US $1.00 / KG
  • 95--99%
  • Career Henan Chemical Co
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 L-APB L(+)-2-Amino-4-phosphonobutyric acid,97% (S)-2-aMino-4-phosphonobutanoic acid GDF-5 human SYNS2 BMP-14 (GDF-5/CDMP-1) human BMP-14/ CDMP-1 GDF-5 mouse Anti-GDF5 (C-terminal) antibody produced in rabbit CDMP1 GDF5 L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) 2-ammonio-4-phosphonatobutanoate L-(+)-2-Amino-4-phosphonobutyric Acid - CAS 23052-81-5 - Calbiochem (2S)-2-amino-4-phosphonobutanoic acid Butanoic acid, 2-amino-4-phosphono-, (2S)- 23052-81-5 C4H10NO5P mGluR4 and mGluR6 metabotropic glutamate receptor agonist. Glutamate receptor Glutamate