ChemicalBook > CAS DataBase List > L-AP4

L-AP4

Description Source Background

Product Name: L-AP4
CAS No.: 23052-81-5
Chemical Name: L-AP4
Synonyms: GDF5;L-AP4;L-APB;SYNS2;CDMP1;BDA1C;SYM1B;GDF-5 human;GDF-5 mouse;BMP-14/ CDMP-1
CBNumber: CB1141944
Molecular Formula: C4H10NO5P
Formula Weight: 183.1
MOL File: 23052-81-5.mol

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L-AP4 Property

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
biological source: human
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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: ES7191700

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SRP4580
Product name: BMP-14 (GDF-5/CDMP-1) human
Purity: recombinant, expressed in <I>E. coli</I>, ≥98% (SDS-PAGE), ≥98% (HPLC)
Packaging: 50 μg
Price: $356
Updated: 2025/07/31

Sigma-Aldrich

Product number: SRP3299
Product name: GDF-5 mouse
Purity: recombinant, expressed in <I>E. coli</I>, ≥98% (SDS-PAGE), ≥98% (HPLC)
Packaging: 50 μg
Price: $366
Updated: 2025/07/31

Sigma-Aldrich

Product number: A7929
Product name: L-(+)-2-Amino-4-phosphonobutyric acid
Purity: optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
Packaging: 0.5mg
Price: $106
Updated: 2025/07/31

Sigma-Aldrich

Product number: SRP4667
Product name: GDF-5 human
Purity: recombinant, expressed in E. coli, ≥95% (SDS-PAGE), ≥95% (HPLC)
Packaging: 50μG
Price: $316
Updated: 2022/05/15

Sigma-Aldrich

Product number: 165300
Product name: L-(+)-2-Amino-4-phosphonobutyric Acid
Packaging: 1mg
Price: $88.3
Updated: 2022/05/15

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L-AP4 Chemical Properties,Usage,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

Description

GDF5 Mouse Recombinant produced in E.coli is a non-glycosylated disulfide linked homodimer containing 2 chains of 120 amino acids and having a molecular mass of 27.2kDa.
The GDF-5 is purified by proprietary chromatographic techniques.

Source

Escherichia Coli

Background

GDF-5 is a member of the bone morphogenetic protein (BMP) family and the TGF-beta superfamily. This group of proteins is characterized by a polybasic proteolytic processing site which is cleaved to produce a mature protein containing seven conserved cysteine residues. The members of this family are regulators of cell growth and differentiation in both embryonic and adult tissues. Mutations in this gene are associated with acromesomelic dysplasia, Hunter-Thompson type; brachydactyly, type C; and chondrodysplasia, Grebe type. These associations confirm that the gene product plays a role in skeletal development.

References

[1] THOMSEN C. The l-AP4 receptor[J]. General Pharmacology-the Vascular System, 1997, 29 2: Pages 151-158. DOI: 10.1016/s0306-3623(96)00417-x
[2] R.H. EVANS. THE EFFECTS OF A SERIES OF ω-PHOSPHONIC α-CARBOXYLIC AMINO ACIDS ON ELECTRICALLY EVOKED AND EXCITANT AMINO ACID-INDUCED RESPONSES IN ISOLATED SPINAL CORD PREPARATIONS[J]. British Journal of Pharmacology, 1982, 75 1: 65-75. DOI: 10.1111/j.1476-5381.1982.tb08758.x
[3] I. RYZHOVA. Metabotropic glutamate receptors in mechanisms of plasticity of the central nervous system in the honeybee Apis mellifera[J]. Journal of Evolutionary Biochemistry and Physiology, 2010, 46 1: 251-258. DOI: 10.1134/s002209301003004x

L-AP4 Preparation Products And Raw materials

Raw materials

Preparation Products

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L-AP4 Suppliers

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View Lastest Price from L-AP4 manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: L-AP4 23052-81-5
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Career Henan Chemical Co

Product: L-AP4 23052-81-5
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95--99%
Supply Ability: 1ton
Release date: 2020-01-03

23052-81-5, L-AP4Related Search:

12AP 4-PHOSPHONOBUTYRIC ACID 3-Aminopropylphosphonic acid (S)-2-Amino-2-methyl-4-phosphonobutanoic acid DL-2-AMINO-4-PHOSPHONOBUTYRIC ACID ANTI-IMMUNOGLOBULIN A, HUMAN, AP ANTI-IGG, MOUSE AP CONJ ANTI-IGM MU-CHAIN, RAT AP CONJ ANTI-IGG H AND L CHAIN, GOAT AP CONJ ANTI-IGG, HUMAN AP CONJ ANTI-IGG GAMMA-CHAIN, HUMAN AP CONJ 16-AP ANTI-IGG H AND L CHAIN, HUMAN AP CONJ,ANTI-IGG(H+L), HUMAN AP CONJ ANTI-IGG H AND L CHAIN, RABBIT AP CONJ,ANTI-IGG(H+L), RABBIT AP CONJ ANTI-IMMUNOGLOBULIN G, BOVINE, F(AB')2, AP ANTI-IGG H AND L CHAIN, HORSE AP CONJ L-AP4 ANTI-IGG H AND L CHAIN, SHEEP AP CONJ

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)-

L-AP4, group III mGlu agonist

L-AP4 (mM/ml), group III mGlu agonist

<sc>L</sc>-(+)-2-Amino-4-phosphonobutyric acid

BDA1C

SYM1B

L-(+)-2-Amino-4-phosphonobutyric acid[A7929]

23052-81-5

C4H10NO5P

mGluR4 and mGluR6 metabotropic glutamate receptor agonist.

Glutamate receptor

Glutamate