Overview
Boc-L-2-Aminobutyric Acid is a specialized amino acid derivative primarily employed in peptide synthesis and pharmaceutical manufacturing. The Boc (tert-butoxycarbonyl) group protects the amino functionality during chemical reactions, preventing unwanted side reactions. This compound is particularly useful in solid-phase peptide synthesis (SPPS), where it contributes to the stepwise construction of complex peptides. Its molecular structure includes a chiral center, making it essential for producing enantiomerically pure compounds. The chemical is typically supplied as a crystalline powder with high purity standards (≥98%), ensuring consistency in research and industrial applications. As a non-proteinogenic amino acid, Boc-L-2-Aminobutyric Acid expands the toolkit for designing novel peptides with tailored biological activities. Its compatibility with common coupling reagents like HBTU and HATU makes it a versatile building block. The compound’s stability under anhydrous conditions allows for long-term storage when handled properly, though moisture exposure can lead to decomposition. Manufacturers often provide detailed technical data sheets (TDS) and certificates of analysis (COA) to confirm product specifications.
Physical and Chemical Properties
Boc-L-2-Aminobutyric Acid exhibits distinct physical and chemical characteristics critical for its applications. The compound appears as a white to off-white crystalline powder with a melting point range of 80-85°C. It is soluble in polar organic solvents such as dimethylformamide (DMF), dimethyl sulfoxide (DMSO), and methanol, but has limited solubility in water. The Boc group confers stability to the molecule under acidic conditions, though it can be cleaved using trifluoroacetic acid (TFA) in deprotection steps during peptide synthesis. The molecular weight of 203.24 g/mol and precise chiral configuration ensure predictable reactivity in synthetic pathways. Fourier-transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (NMR) are commonly used to verify its structural integrity. The compound’s stability is temperature-sensitive, requiring storage at 2-8°C to prevent degradation. Its hygroscopic nature necessitates airtight packaging with desiccants to maintain purity. These properties make it indispensable for controlled, high-yield peptide bond formations in research and production settings.
Main Applications
The primary application of Boc-L-2-Aminobutyric Acid lies in peptide synthesis, where it serves as a protected amino acid building block. It is extensively used in the pharmaceutical industry to create peptide-based drugs, including hormone analogs and enzyme inhibitors. Researchers leverage its chiral purity to develop optically active compounds for drug discovery programs. The Boc group’s orthogonality allows selective deprotection in multi-step syntheses, enabling the construction of complex peptide architectures. Beyond pharmaceuticals, this compound finds use in biochemical research for studying enzyme-substrate interactions and protein folding. It is also employed in material science to design peptide-derived biomaterials with specific mechanical or conductive properties. Some agrochemical formulations incorporate modified versions of this amino acid to enhance bioavailability or target specificity. The compound’s versatility underscores its importance across interdisciplinary fields, from medicinal chemistry to nanotechnology.
Safety and Storage
Handling Boc-L-2-Aminobutyric Acid requires adherence to standard laboratory safety protocols. Personal protective equipment (PPE), including gloves, goggles, and lab coats, should be worn to prevent skin or eye contact. The compound is not highly toxic but may cause irritation upon prolonged exposure. Work should be conducted in a fume hood to minimize inhalation risks, especially when handling powdered forms. Spills should be contained using inert absorbents and disposed of as hazardous waste. Storage conditions are critical to maintaining the compound’s integrity. It must be kept in a tightly sealed container under refrigeration (2-8°C) with desiccants to prevent moisture absorption. Long-term exposure to humidity can lead to Boc group decomposition, rendering the material unsuitable for sensitive syntheses. Suppliers often package the product under inert gas to enhance shelf life. Inventory management should follow the “first-expired, first-out” principle to ensure optimal performance in downstream applications.
B2B Procurement Guide
Procuring Boc-L-2-Aminobutyric Acid for industrial or research purposes demands careful supplier evaluation. Buyers should prioritize vendors who provide batch-specific certificates of analysis (COA) detailing purity (typically ≥98%), enantiomeric excess, and residual solvent levels. Reputable suppliers often offer technical support, including solubility charts and coupling efficiency data. Minimum order quantities (MOQs) vary; some suppliers accommodate small-scale research purchases, while others specialize in bulk pharmaceutical-grade material. Price fluctuations occur based on purity grades, packaging (e.g., glass vials vs. bulk bags), and market demand. For reference, prices range from $50-$200 per gram, with volume discounts available for kilo-scale orders. Import/export compliance is essential, as some regions regulate amino acid derivatives under controlled substance laws. Lead times can extend to 4-6 weeks for custom syntheses or rare enantiomers. Establishing long-term contracts with qualified suppliers ensures consistent quality and mitigates supply chain disruptions for critical projects.
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