20263-06-3

Basic information

• Product Name: DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID
• Synonyms: DL-2-AMINO-3-PHOSPHONOPROPANOIC ACID;DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID;DL-AP3;AP-3;3-Phosphonoalanine.;D,L-2-Amino-3-phosphonopropionic acid, 98 %;3-Phosphono-DL-alanine, AP-3;rac-(2R*)-2-Amino-3-phosphonopropionic acid
• CAS NO: 20263-06-3
• Molecular Formula: C₃H₈NO₅P
• Molecular Weight: 169.07
• Product Categories: Glutamate receptor
• Mol File: 20263-06-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 227-229 °C(lit.)
• Boiling Point: 481.6 °C at 760 mmHg
• Flash Point: 245.1 °C
• Appearance: /solid
• Density: 1.763 g/cm³
• Vapor Pressure: 1.34E-10mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: 0-6°C
• Solubility: Water (Slightly, Heated)
• CAS DataBase Reference: DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID(20263-06-3)
• EPA Substance Registry System: DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID(20263-06-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 20263-06-3(Hazardous Substances Data)

Usage

Description

DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID, also known as AP3, is a white to almost white powder with significant chemical properties. It is recognized as an inhibitor of phosphoserine phosphatase and mGluR, and it also functions as an antagonist of a receptor that is coupled to phosphoinositide metabolism in brain slices. Furthermore, it is known to inhibit metabotropic glutamate receptors in rat brain.

Uses

Used in Pharmaceutical Industry:
DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID is used as an inhibitor for [application reason] phosphoserine phosphatase and mGluR, as well as an antagonist for [application reason] receptors coupled to phosphoinositide metabolism in brain slices. Its role in inhibiting metabotropic glutamate receptors in rat brain also contributes to its pharmaceutical applications.
Used in Neurochemical Research:
DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID is used as a research tool for [application reason] studying the functions and interactions of phosphoserine phosphatase, mGluR, and metabotropic glutamate receptors in the brain. This helps in understanding the underlying mechanisms of various neurological processes and disorders.
Used in Drug Development:
DL-2-AMINO-3-PHOSPHONOPROPIONIC ACID is used as a compound for [application reason] developing new drugs targeting phosphoserine phosphatase, mGluR, and metabotropic glutamate receptors. Its inhibitory properties make it a potential candidate for the treatment of neurological disorders and conditions related to these targets.

Biological Activity

Competitive group I metabotropic glutamate receptor antagonist and inhibitor of phosphoserine phosphatase.

InChI:InChI=1/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1

Upstream product

• 86554-28-1 2-((S)-1-Phenyl-ethylamino)-3-phosphono-propionic acid 

Relevant articles and documents

PREPARATION D'ACIDES AMINOCARBOXY-ALKYLPHOSPHONIQUES OPTIQUEMENT ACTIFS

In aqueous solution ω-formylalkylphosphonates in the presence of hydrogen cyanide and (S) (-) α-methylbenzylamine give optically active aminonitriles with an enantiomeric excess of 50percent.Phosphonic aminonitriles are submitted to acid hydrolysis, then esterified and debenzylated without any epimerization.The separation is performed either with the acid or with the ester.All the operations are monitored by NMR (1H, 13C, 31P) and whenever possible, by GC.