For chemists involved in peptide synthesis, understanding the properties and applications of essential building blocks like N2-Boc-N6-acetyl-L-lysine (Boc-Lys(Ac)-OH) is fundamental. This protected amino acid, characterized by its unique protection strategy for lysine, is a staple in many synthetic protocols. As a specialized manufacturer and supplier, we aim to provide not only the material but also the knowledge to utilize it effectively.

Chemical Profile of Boc-Lys(Ac)-OH

Boc-Lys(Ac)-OH, identified by CAS number 6404-26-8, is a derivative of the amino acid lysine. Its molecular formula is C13H24N2O5, with a molecular weight of approximately 288.34 g/mol. It typically appears as a white crystalline powder, indicating a good level of purity when produced under controlled conditions. The molecule features the tert-butyloxycarbonyl (Boc) group attached to the alpha-amino nitrogen and an acetyl (Ac) group attached to the epsilon-amino nitrogen of the lysine side chain. This dual protection offers a significant advantage in synthesis:

  • The Boc group is readily cleaved under acidic conditions (e.g., TFA), a standard step in solid-phase peptide synthesis.
  • The acetyl group is more stable to acidic conditions but can be removed under specific basic or nucleophilic conditions, allowing for selective manipulation.

This orthogonal protection scheme makes Boc-Lys(Ac)-OH ideal for strategies requiring differential modification or attachment at the lysine side chain.

Applications in Synthesis and Research

The primary application for Boc-Lys(Ac)-OH is in peptide synthesis. It serves as a crucial intermediate for constructing peptides, particularly those intended for pharmaceutical or biotechnological applications. Its use is common in:

  • Solid-Phase Peptide Synthesis (SPPS): Facilitating the controlled addition of lysine residues to a growing peptide chain.
  • Solution-Phase Peptide Synthesis: Employed in conjunction with other synthesis strategies.
  • Drug Discovery: Synthesizing peptide-based therapeutics, diagnostic agents, or peptide conjugates.
  • Biochemical Research: Investigating protein structure, function, and post-translational modifications, such as acetylation of lysine residues.

The ability to selectively deprotect and react the epsilon-amino group after the peptide chain is assembled, or at an intermediate stage, provides synthetic chemists with remarkable flexibility.

Reliable Sourcing from a Manufacturer

As a professional manufacturer and supplier of fine chemicals, we understand that consistent quality and dependable availability are paramount for our clients. When sourcing Boc-Lys(Ac)-OH, looking for a supplier that can provide detailed technical specifications, purity analysis data, and reliable batch-to-batch consistency is essential. We ensure our products meet the high standards required for advanced chemical synthesis, offering competitive pricing and robust supply chain management from our base in China. By choosing us as your supplier, you are ensuring the quality of your research and development efforts.