(2S)-2-amino-4-phosphonobutanoic acid

Base Information Edit

Chemical Name:(2S)-2-amino-4-phosphonobutanoic acid
CAS No.:23052-81-5
Molecular Formula:C4H10 N O5 P
Molecular Weight:183.101
Hs Code.:2931900090
European Community (EC) Number:636-602-0
UNII:C8M58SS68H
DSSTox Substance ID:DTXSID30945733
Nikkaji Number:J264.954C
Wikipedia:L-AP4
Wikidata:Q6456089
Pharos Ligand ID:Y2NKXGTWJ3AD
ChEMBL ID:CHEMBL33567
Mol file:23052-81-5.mol

Synonyms:2-amino-4-phosphono-propinate;L-AP4

Suppliers and Price of (2S)-2-amino-4-phosphonobutanoic acid

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
L-AP4
1mg
$ 333.00

TRC
L(+)-2-Amino-4-phosphonobutanoicAcid(L-AP4)
25mg
$ 580.00

TRC
L(+)-2-Amino-4-phosphonobutanoicAcid(L-AP4)
5mg
$ 130.00

TRC
L(+)-2-Amino-4-phosphonobutanoicAcid(L-AP4)
50mg
$ 1105.00

Tocris
L-AP4 ≥99%(HPLC)
50
$ 853.00

Tocris
L-AP4 ≥99%(HPLC)
10
$ 203.00

Sigma-Aldrich
L-(+)-2-Amino-4-phosphonobutyric acid optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
1mg
$ 151.00

Sigma-Aldrich
L-(+)-2-Amino-4-phosphonobutyric acid optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
0.5 mg
$ 83.30

Sigma-Aldrich
L-(+)-2-Amino-4-phosphonobutyric Acid
1mg
$ 81.00

Sigma-Aldrich
L-(+)-2-Amino-4-phosphonobutyric acid optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
.5mg
$ 80.50

Total 27 raw suppliers

Chemical Property of (2S)-2-amino-4-phosphonobutanoic acid Edit

Chemical Property:

Appearance/Colour:white to off-white crystalline powder
Vapor Pressure:5.18E-11mmHg at 25°C
Melting Point:207-215 ºC
Boiling Point:491.7°Cat760mmHg
PKA:2.19±0.10(Predicted)
Flash Point:251.2°C
PSA：130.66000
Density:1.628g/cm³
LogP:-0.33360
Storage Temp.:0-6°C
Sensitive.:Light Sensitive
Water Solubility.:Soluble to 5 mM in water and to 100 mM in 1eq. NaOH
XLogP3:-5.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:183.02965942
Heavy Atom Count:11
Complexity:187

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-AP4 ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C(CP(=O)(O)O)C(C(=O)O)N
Isomeric SMILES:C(CP(=O)(O)O)[C@@H](C(=O)O)N
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.
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. L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is a mGluR-4/6 receptor agonist.

Technology Process of (2S)-2-amino-4-phosphonobutanoic acid

There total 12 articles about (2S)-2-amino-4-phosphonobutanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: (2S)-2-(N-benzyloxycarbonyl)amino-4-phosphonobutyric acid methyl ester

: 23052-81-5
(S)-2-amino-4-phosphonobutyric acid

Guidance literature:: (2S)-2-(N-benzyloxycarbonyl)amino-4-phosphonobutyric acid methyl ester; With hydrogenchloride; water; at 100 ℃; for 5h;

In water;