The field of peptide synthesis is a cornerstone of modern pharmaceutical research and development. Achieving complex peptide sequences efficiently and with high purity often relies on the strategic use of appropriately protected amino acid derivatives. N2-Boc-N6-acetyl-L-lysine, commonly known as Boc-Lys(Ac)-OH (CAS: 6404-26-8), offers a distinct advantage due to its well-defined protective groups. As a dedicated manufacturer and supplier, we recognize the importance of this compound and provide high-quality material to support your synthetic needs.

Understanding the Strategic Protection of Boc-Lys(Ac)-OH

Lysine, with its primary amino group at the alpha-carbon and another primary amino group on its side chain (epsilon-amino), presents a challenge for selective peptide synthesis. Boc-Lys(Ac)-OH addresses this by employing two different protecting groups:

  • Alpha-Amino Protection: The tert-butyloxycarbonyl (Boc) group is used for the alpha-amino terminus. This group is standard in many peptide synthesis protocols and is characteristically labile under mild acidic conditions, such as trifluoroacetic acid (TFA). This allows for the controlled elongation of the peptide chain by deprotecting the alpha-amino group before adding the next amino acid.
  • Epsilon-Amino Protection: The acetyl (Ac) group protects the side-chain amino group. This group is significantly more stable to acidic deprotection conditions than the Boc group. This difference in lability is the key to its strategic advantage. It allows for the selective deprotection of the alpha-amino group multiple times during peptide chain assembly, while the epsilon-amino group remains protected. Later in the synthesis, or after the main peptide sequence is assembled, the acetyl group can be removed under specific, often basic, conditions, allowing for selective functionalization or modification of the lysine side chain.

The molecular formula of Boc-Lys(Ac)-OH is C13H24N2O5, and its molecular weight is 288.34 g/mol. It is typically supplied as a white powder, indicating purity and suitability for sensitive synthetic processes.

Benefits in Peptide Synthesis and Beyond

The strategic advantage of using Boc-Lys(Ac)-OH translates into several benefits for chemists:

  • Orthogonal Protection: The differential stability of the Boc and Ac groups allows for selective deprotection and coupling, preventing cross-reactivity.
  • Versatile Functionalization: The protected epsilon-amino group can be selectively deprotected later in the synthesis to allow for conjugation to other molecules, labeling, or specific modifications.
  • Simplified Purification: By minimizing side reactions, the use of well-protected building blocks often leads to cleaner crude peptide products, simplifying downstream purification.

This makes Boc-Lys(Ac)-OH invaluable in the synthesis of complex peptides, peptide libraries, and peptide conjugates for applications in drug discovery, diagnostics, and biomaterials.

Securing Your Supply: The Importance of a Trusted Manufacturer

To leverage these advantages, it is essential to source Boc-Lys(Ac)-OH from a reputable manufacturer and supplier. We pride ourselves on providing high-purity materials with consistent quality, backed by thorough analytical data. When you buy Boc-Lys(Ac)-OH from us, you are assured of a product that meets stringent standards, supporting the efficiency and success of your peptide synthesis projects. Our commitment to reliable supply and competitive pricing makes us an ideal partner for researchers and industries worldwide.