CAS · 26607-51-2
Product Overview
N-Cbz-D-Alanine 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 |
| MP | 80-90 °C |
| Specific rotation [a]D25 | +10 to +16 ° (C=2, AcOH) |
| L-Enantiomer | 0.5% max |
| IR Spectrum | in accordance with structure |
Applications
Peptide Synthesis
Widely used as a protected amino acid in solid-phase and solution-phase peptide synthesis. The carbobenzoxy (Cbz) group protects the amino functionality, preventing unwanted side reactions during chain elongation.
Pharmaceutical Research
Serves as a key intermediate in the synthesis of bioactive peptides and peptidomimetics, enabling the development of therapeutic agents targeting enzymes, receptors, and protein–protein interactions.
Chiral Building Block
Utilized as a chiral precursor for the synthesis of D-configured amino acid derivatives, which are important for designing drugs with enhanced metabolic stability and bioavailability.
Custom Fine Chemical Production
Applied in the preparation of specialty chemicals where stereochemistry control is critical, including enzyme substrates and diagnostic reagents.
Benefits
Efficient Amino Protection
The Cbz group offers stability under various reaction conditions and can be removed selectively by hydrogenolysis without affecting other functional groups.
Stereochemical Integrity
Provides high optical purity, ensuring the desired chirality in final peptide or drug molecules-crucial for biological activity.
Versatility Across Synthesis Methods
Suitable for both solid-phase and liquid-phase synthesis, making it adaptable for different laboratory and industrial workflows.
Enhancement of Drug Properties
D-amino acids incorporated via N-Cbz-D-Alanine can improve peptide resistance to enzymatic degradation, extending the biological half-life of therapeutic peptides.
Conclusion
N-Cbz-D-Alanine is an indispensable protected amino acid in synthetic and medicinal chemistry. Its robust Cbz protection, stereochemical stability, and broad compatibility with synthesis techniques make it a trusted choice for peptide assembly, pharmaceutical development, and specialty chemical production. By enabling precise molecular design, it supports the creation of more stable and effective bioactive compounds.
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