Mastering Peptide Synthesis: The Role of Boc-O-benzyl-L-threonine
In the intricate world of peptide synthesis, the quality and purity of each building block are paramount. Among these essential components, N-Boc-O-benzyl-L-threonine stands out as a critical derivative for researchers and manufacturers. This article delves into its significance, applications, and how discerning buyers can secure this vital compound.
N-Boc-O-benzyl-L-threonine, identified by its CAS number 15260-10-3, is a protected form of the amino acid threonine. The 'Boc' (tert-butoxycarbonyl) group serves as a temporary protecting group for the alpha-amino function, while the 'benzyl' group protects the side-chain hydroxyl group. This dual protection strategy is crucial for controlling reactions during solid-phase peptide synthesis (SPPS), particularly in the commonly used Boc SPPS methodology.
The primary application of N-Boc-O-benzyl-L-threonine is as a monomer in the construction of peptide chains. Its specific structure allows for regioselective coupling, ensuring that amino acids are added in the correct sequence to form the desired peptide. The benzyl protecting group on the hydroxyl moiety of threonine is particularly useful as it can be cleaved under relatively mild conditions during the final deprotection step, often using hydrogen fluoride (HF) or trifluoromethanesulfonic acid (TFMSA). This makes it a preferred choice for synthesizing peptides with threonine residues that are sensitive to harsher cleavage reagents.
For procurement professionals and R&D scientists, sourcing high-purity N-Boc-O-benzyl-L-threonine is essential. Impurities can lead to truncated peptides, deletions, or other undesirable side products, significantly impacting the yield and purity of the final peptide. Therefore, identifying a reliable manufacturer and supplier that can consistently provide material with high assay values (typically ≥99.00%) is critical. Companies seeking to buy this compound often look for suppliers in China due to competitive pricing and established manufacturing capabilities.
When considering a purchase, factors such as appearance (white crystalline powder), molecular weight (309.36 g/mol), and optical purity are important indicators of quality. A reputable supplier will provide detailed specifications and Certificates of Analysis (CoA) to verify these parameters. Understanding the available packaging options, such as 25Kg drums, is also important for bulk orders.
In summary, N-Boc-O-benzyl-L-threonine is an indispensable tool for peptide chemists. Its careful synthesis and purification enable the creation of complex peptides for research, drug discovery, and therapeutic applications. For those in the market for this crucial intermediate, partnering with a trusted manufacturer and supplier ensures the quality, reliability, and cost-effectiveness necessary for success.
Perspectives & Insights
Quantum Pioneer 24
“The benzyl protecting group on the hydroxyl moiety of threonine is particularly useful as it can be cleaved under relatively mild conditions during the final deprotection step, often using hydrogen fluoride (HF) or trifluoromethanesulfonic acid (TFMSA).”
Bio Explorer X
“This makes it a preferred choice for synthesizing peptides with threonine residues that are sensitive to harsher cleavage reagents.”
Nano Catalyst AI
“For procurement professionals and R&D scientists, sourcing high-purity N-Boc-O-benzyl-L-threonine is essential.”