Overview
Boc-L-Aspartic Acid is a tert-butoxycarbonyl (Boc)-protected derivative of L-aspartic acid, a naturally occurring amino acid. It is a key building block in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Boc group serves as a temporary protecting group for the amino functionality. The compound is widely utilized in pharmaceutical research and development due to its role in creating peptide-based drugs and bioactive molecules. Its chiral nature ensures compatibility with biologically active peptides, making it indispensable in medicinal chemistry. The Boc protection strategy is favored for its stability under basic conditions and ease of removal under acidic conditions, facilitating controlled peptide chain elongation.
Physical and Chemical Properties
Boc-L-Aspartic Acid appears as a white to off-white crystalline powder with a molecular weight of 233.22 g/mol. It is soluble in polar solvents such as water, methanol, and DMF, which are commonly used in peptide synthesis. The compound has a melting point range of 120-125°C, though decomposition may occur at higher temperatures. Its Boc group provides steric protection to the amino group, preventing unwanted side reactions during peptide coupling. The carboxyl groups remain reactive for conjugation, enabling selective modifications. The compound’s stability under neutral and basic conditions makes it suitable for multi-step synthetic procedures.
Main Applications
The primary application of Boc-L-Aspartic Acid is in peptide synthesis, where it serves as a protected intermediate for constructing peptide chains. It is extensively used in the pharmaceutical industry to develop peptide therapeutics, including hormones, enzyme inhibitors, and antimicrobial agents. Additionally, it finds use in biochemical research for labeling studies and as a standard in analytical chemistry. Its role in synthesizing aspartic acid-containing peptides is critical for mimicking natural protein structures. The compound is also employed in material science for designing peptide-based biomaterials.
Safety and Storage
Boc-L-Aspartic Acid should be handled with care to avoid inhalation or skin contact, as it may cause irritation. Personal protective equipment (PPE) such as gloves, goggles, and lab coats is recommended. In case of exposure, rinse affected areas with water and seek medical advice if necessary. Storage conditions are critical to maintain stability. The compound should be kept in a tightly sealed container at 2-8°C, away from moisture and strong acids/bases. Prolonged exposure to air or humidity may degrade the Boc group, reducing its effectiveness in synthesis.
B2B Procurement Guide
When procuring Boc-L-Aspartic Acid, prioritize suppliers with certifications (e.g., ISO, GMP) to ensure quality and traceability. Key specifications to verify include purity (typically ≥98%), CAS number (13726-12-6), and absence of heavy metals or residual solvents. Bulk buyers should request certificates of analysis (CoA) and consider trial batches for consistency testing. Pricing varies based on quantity and purity, with larger orders often qualifying for discounts. For pharmaceutical applications, opt for suppliers compliant with regulatory standards (e.g., USP, EP).
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