CAS · 201290-11-1
Product Overview
H-D-Trp(Boc)-OH 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 gram in 2 ml 1N NaOH clear solution |
| Water content (K.F.) | 3.0% max |
| Loss on drying | 3.0% max (40 °C, 2 h) |
| Element analysis (C, H, N) | 5.0% max |
| Mass spectrum | In accordance with the standard |
| IR spectrum | In accordance with the standard |
| NMR spectrum | In accordance with the standard |
Applications
H-D-Trp(Boc)-OH is widely used as a protected amino acid intermediate in peptide synthesis and pharmaceutical research. It is particularly valuable in the preparation of peptides and peptidomimetics that incorporate D-tryptophan, which is often used to improve metabolic stability and modulate biological activity. The compound is commonly applied in solid-phase and solution-phase peptide synthesis, where the Boc protecting group safeguards the amino functionality during stepwise coupling reactions. In medicinal chemistry, H-D-Trp(Boc)-OH is used in the development of bioactive peptides, enzyme inhibitors, receptor ligands, and therapeutic candidates. It also supports structure–activity relationship studies by enabling precise stereochemical control in peptide design.
Benefits
The compound offers several advantages due to its protected structure and defined stereochemistry. The Boc group provides reliable protection of the amino group, preventing side reactions and enabling selective deprotection under mild conditions. The presence of the D-configuration enhances resistance to enzymatic degradation in peptide products, often leading to improved stability and prolonged biological activity. H-D-Trp(Boc)-OH exhibits good compatibility with standard peptide coupling reagents and synthesis protocols, ensuring high coupling efficiency and reproducibility. Its well-characterized purity and stability support consistent performance in both research-scale and larger synthetic workflows.
Conclusion
H-D-Trp(Boc)-OH is a valuable building block for peptide synthesis and pharmaceutical research. Its applications in constructing stable, stereochemically defined peptides, combined with benefits such as effective amino protection, enhanced metabolic stability, and synthetic reliability, make it an essential intermediate in modern peptide chemistry. The compound continues to support advances in drug discovery, peptide therapeutics, and biochemical research.
Previous
N-Boc-O-Benzyl-D-serine丨CAS 47173-80-8
Next