Overview
N-Methylalanine is a methylated derivative of alanine where the amino group is substituted with a methyl group. As a non-proteinogenic amino acid, it does not naturally occur in proteins but serves as a valuable building block in synthetic chemistry. This compound exists as two enantiomers (D- and L-forms) with distinct biochemical properties. Its structural modification makes it particularly useful for studying enzyme specificity and designing peptide-based pharmaceuticals with enhanced metabolic stability.
Physical and Chemical Properties
The compound typically appears as a white crystalline solid with good thermal stability up to its decomposition point. Its zwitterionic nature in aqueous solutions contributes to moderate water solubility while remaining poorly soluble in nonpolar solvents. Key chemical characteristics include its pKa values (approximately 2.3 for carboxyl and 9.7 for amino groups) and chiral center. The methyl substitution on the nitrogen alters hydrogen bonding patterns compared to standard alanine, affecting its interaction with biological systems.
Main Applications
In pharmaceutical manufacturing, N-Methylalanine functions as a crucial intermediate for protease inhibitor drugs and modified peptide therapeutics. Its methyl group helps reduce enzymatic degradation of resultant compounds. The biochemical research sector utilizes it to study amino acid transport systems and enzyme inhibition mechanisms. Some agricultural chemical formulations incorporate derivatives of this compound as growth regulators due to their structural similarity to plant hormones.
Safety and Storage
While not classified as severely hazardous, N-Methylalanine requires standard amino acid handling precautions. Powder forms may cause respiratory irritation; NIOSH-approved dust masks are recommended during bulk handling. Long-term storage should maintain temperature below 8°C with desiccants to prevent clumping. Container materials should be chemically resistant (HDPE or glass preferred). Incompatible with strong oxidizing agents and may decompose under extreme pH conditions.
B2B Procurement Guide
Industrial buyers should prioritize suppliers providing comprehensive COA documentation including chiral purity (typically ≥98%), heavy metal content, and residual solvent analysis. Kilogram-scale purchases often qualify for tiered pricing structures. Technical specifications should clearly state the required enantiomeric form (D-, L- or racemic mixture) as this significantly impacts application performance. Consider vendors with ISO 9001 certification for consistent quality assurance in bulk orders.
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