Bz-D-Valine
Overview
Bz-D-Valine is a benzoyl-protected derivative of the non-proteinogenic amino acid D-valine. It serves as a critical chiral building block in peptide synthesis and pharmaceutical manufacturing. The benzoyl (Bz) group enhances stability during chemical reactions, making it valuable for constructing complex molecules with precise stereochemistry. This compound is particularly significant in the development of peptidomimetics and bioactive compounds where the D-configuration is required. Its high enantiomeric purity (typically ≥98%) ensures reliable performance in asymmetric synthesis applications.
Physical and Chemical Properties
Bz-D-Valine exhibits a crystalline structure with a melting point range of 145-150°C. Its molecular weight of 221.25 g/mol and solubility profile (preferential dissolution in polar organic solvents) make it suitable for solution-phase reactions. The compound is optically active due to its chiral center, with specific rotation values typically provided by suppliers. Key spectroscopic data includes characteristic IR peaks for the benzoyl carbonyl (∼1660 cm⁻¹) and carboxyl groups (∼1720 cm⁻¹). Stability tests indicate it remains intact under dry, cool storage but may degrade upon prolonged exposure to moisture or strong acids/bases.
Main Applications
In pharmaceutical production, Bz-D-Valine is employed as an intermediate for protease inhibitors and hormone analogs. Its D-configuration is essential for creating compounds resistant to enzymatic degradation. The benzoyl group facilitates selective deprotection during solid-phase peptide synthesis (SPPS). The compound also finds use in academic research for studying enzyme-substrate interactions and designing chiral catalysts. Recent applications include incorporation into antimicrobial peptides and tumor-targeting conjugates, leveraging its metabolic stability.
Safety and Storage
While Bz-D-Valine is generally low-risk, standard laboratory precautions apply: use nitrile gloves and safety goggles to prevent contact with eyes or skin. No significant volatility or flammability hazards are reported. SDS sheets classify it as non-hazardous for transportation. For long-term storage, maintain temperature at 2-8°C in sealed containers under argon or nitrogen. Desiccants should be included to prevent moisture absorption. Shelf life typically exceeds 24 months when stored properly, though periodic purity checks are recommended for critical applications.
B2B Procurement Guide
Industrial buyers should prioritize suppliers with ISO 9001 certification and batch-specific Certificates of Analysis (CoA). Key specifications to verify include enantiomeric excess (≥98%), residual solvent levels (<0.5%), and heavy metal content (<10 ppm). Bulk purchases (1kg+) often qualify for 15-30% discounts. Consider suppliers offering customized purity grades (up to 99.9%) for GMP applications. Lead times vary from 2 weeks (stock items) to 6 weeks (custom synthesis). For research institutions, 100mg-10g trial quantities are commonly available from specialty chemical distributors.