CAS · 55447-00-2
Product Overview
(S)-N-Boc-1-Naphthylalanine is a high-purity amino-acids supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | White to off white powder |
|---|---|
| Purity (HPLC) | 98% min |
| Clarity of solution | 0.3 g in 2 ml MeOH clear solution |
| Water Content (K.F.) | 2.0% max |
| Loss on drying | 2.0% max (70 °C, 2 h) |
| IR Spectrum | In accordance with the structure |
| Mass Spectrum | In accordance with the structure |
| NMR Spectrum | In accordance with the structure |
Applications
(S)-N-Boc-1-Naphthylalanine is a protected amino acid derivative widely applied in peptide synthesis, medicinal chemistry, and the preparation of complex organic molecules. The Boc (tert-butoxycarbonyl) group provides temporary protection of the amino functionality, allowing selective coupling reactions during peptide chain assembly. Its naphthyl-substituted side chain introduces hydrophobic and aromatic character, making it a valuable tool for designing peptides with enhanced structural stability, binding affinity, or biological activity. This compound is often used in the synthesis of peptide-based drug candidates, enzyme inhibitors, and bioactive peptidomimetics. Additionally, it contributes to studies in protein engineering, molecular recognition, and the development of chemical probes in biomedical research.
Benefits
The benefits of (S)-N-Boc-1-naphthylalanine stem from its stability, ease of handling, and versatility in synthetic strategies. The Boc protection ensures reliable stepwise peptide synthesis under mild deprotection conditions, preserving other functional groups. Its bulky and aromatic naphthyl side chain enhances hydrophobic interactions, π–π stacking, and conformational rigidity in peptides, which can improve biological activity and receptor binding specificity. This makes it particularly useful for designing peptides and analogs with improved pharmacokinetic and pharmacodynamic properties. Furthermore, its role in structure–activity relationship studies helps researchers fine-tune molecular interactions, accelerating the development of therapeutic peptides and biochemical tools.
Conclusion
(S)-N-Boc-1-Naphthylalanine (CAS 55447-00-2) is a highly valuable amino acid derivative for peptide chemistry and drug discovery. Its combination of Boc protection and an aromatic side chain provides synthetic convenience and functional versatility, supporting the development of bioactive molecules with enhanced performance. With its utility in peptide assembly, medicinal chemistry, and structural optimization, it remains an indispensable building block in modern chemical and pharmaceutical research.
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