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Specifications
| Appearance | White to off-white powder |
| Purity (HPLC) | 98% min |
| Specific rotation [a]20/D | report |
| MP | report |
| Clarity of solution | 0.1 gram in 2 mL 2N HCl clear solution |
| Loss on drying (120°C, 2h) | 1.0% max |
| IR Spectrum | In accordance with the structure |
| Mass Spectrum | In accordance with the structure |
| NMR Spectrum | In accordance with the structure |
Applications
5-Methyl-D-norleucine is a chiral amino acid widely used in peptide synthesis, medicinal chemistry, and biochemical research. It serves as a key building block for the preparation of modified peptides, peptidomimetics, and enzyme inhibitors where the methyl substitution enhances steric and conformational properties. In pharmaceutical research, it is applied to improve the stability, bioavailability, and target specificity of peptide-based drug candidates. Its D-configuration allows incorporation into stereochemically defined peptide sequences, which is crucial for maintaining biological activity and resistance to enzymatic degradation. Additionally, 5-Methyl-D-norleucine is used in structure–activity relationship (SAR) studies to explore the effects of side-chain modifications on peptide conformation, receptor binding, and pharmacokinetics.
Benefits
The benefits of 5-Methyl-D-norleucine arise from its defined stereochemistry, structural rigidity, and compatibility with standard peptide coupling methods. The D-amino acid configuration increases peptide stability against proteolytic enzymes, enhancing in vivo half-life and therapeutic potential. The methyl substitution at the 5-position introduces steric bulk that can influence secondary structure, folding, and receptor interactions, enabling fine-tuning of peptide function. The compound is soluble in common solvents and compatible with protecting groups and peptide coupling reagents, supporting high-efficiency synthesis and reproducibility. Its well-characterized purity and enantiomeric excess ensure consistent performance in both research and preclinical studies.
Conclusion
5-Methyl-D-norleucine is a valuable chiral amino acid intermediate for peptide synthesis, medicinal chemistry, and biochemical research. Its stereochemical definition, side-chain modification, and chemical compatibility enable the design of stable, bioactive, and conformationally optimized peptides. By supporting selective incorporation, enhanced stability, and functional exploration in peptide-based therapeutics, this compound continues to play a critical role in modern drug discovery and peptide chemistry applications.
