Description

(S)-2-Amino-2-Methyl-4-Phosphonobutanoic Acid CAS NO 157381-42-5 is a high-purity, chiral amino acid derivative featuring a phosphonate group, making it a valuable non-hydrolyzable analog of phosphoserine. This compound is a critical building block in medicinal chemistry and biochemical research, particularly for studying protein phosphorylation and developing enzyme inhibitors. It is primarily sought by researchers and manufacturers in the pharmaceutical, agrochemical, and life science sectors for the synthesis of novel bioactive molecules and as a key intermediate in drug discovery programs.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the development of enzyme inhibitors, particularly those targeting kinases, phosphatases, and other phosphoprotein-interacting enzymes.
• Biochemical Research: Used as a stable phosphonate mimic of phosphoserine in peptide synthesis to create protease-resistant analogs for studying signal transduction pathways.
• Agrochemical Development: Serves as a precursor in the synthesis of novel herbicidal or plant growth regulatory compounds that mimic natural amino acid metabolism disruptors.
• Neurology Research: Investigated for its potential activity as a modulator of glutamate receptors (e.g., metabotropic glutamate receptors, mGluRs) due to its structural similarity to glutamate.
• Proteomics & Diagnostics: Utilized in the preparation of affinity ligands or probes for the isolation and study of phospho-binding proteins.
• Chemical Biology Tool: Incorporated into peptides and proteins to create stable, phosphorylated-state mimics for X-ray crystallography and NMR studies.

Basic Information

Product Name	(S)-2-Amino-2-Methyl-4-Phosphonobutanoic Acid
CAS No.	157381-42-5
Molecular Formula	C5H12NO5P
Molecular Weight	197.13 g/mol
Synonyms	(S)-2-Amino-2-methyl-4-phosphonobutanoic acid; (S)-2-Amino-2-methyl-4-phosphonobutyric acid; (S)-2-Methyl-2-amino-4-phosphonobutanoic acid; (S)-AMPA (context-specific); (S)-2-Amino-2-methyl-4-phosphono-butanoate; L-2-Amino-2-methyl-4-phosphonobutanoic acid; Phosphonic acid, P-[(2S)-2-amino-1,1-dimethylethyl]-; A phosphoserine analog
EINECS	Contact for details

Quality Control

Our (S)-2-Amino-2-Methyl-4-Phosphonobutanoic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for research and development. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are available for every lot upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); ensure the container is sealed tightly after each use to prevent degradation from atmospheric moisture. For long-term storage, consider desiccants or an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
Heavy Metals (as Pb)	≤ 20 ppm
Residual Solvents (GC)	Complies with ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.