The synthesis of peptides, the building blocks of proteins and critical therapeutic agents, is a field that demands precision and high-quality chemical inputs. Among the most important building blocks are protected amino acids, which allow for the controlled assembly of specific peptide sequences. N-alpha,N-epsilon-di-Boc-L-lysine 4-nitrophenyl ester, known widely by its abbreviation Boc-Lys(Boc)-ONp and identified by CAS number 2592-19-0, is a quintessential example of such an intermediate, indispensable for modern peptide chemistry.

From NINGBO INNO PHARMCHEM CO.,LTD., a leading manufacturer in China, we offer a consistently high-purity grade of Boc-Lys(Boc)-ONp, ensuring that researchers and industrial chemists have access to reliable materials for their demanding synthetic pathways. Understanding its properties and applications is key to leveraging its full potential.

Chemical Profile of Boc-Lys(Boc)-ONp:

Boc-Lys(Boc)-ONp is characterized by its molecular formula C22H33N3O8 and a molecular weight of approximately 467.5 g/mol. Its structure features the amino acid lysine, protected at both its alpha-amino and epsilon-amino groups with the tert-butyloxycarbonyl (Boc) group. The Boc group is a widely used protecting group in organic synthesis, particularly for amines, due to its stability under basic conditions and its facile removal under mild acidic conditions (typically trifluoroacetic acid, TFA). This dual protection strategy is vital for controlling the reactivity of lysine during peptide chain elongation.

The other defining functional group is the 4-nitrophenyl (p-nitrophenyl) ester. This group activates the carboxyl terminus of lysine, making it highly susceptible to nucleophilic attack by the amino group of the next amino acid in the synthesis sequence. The p-nitrophenol moiety is an excellent leaving group, driving the peptide bond formation reaction forward efficiently. This feature makes Boc-Lys(Boc)-ONp a preferred activated ester for coupling reactions, especially in contexts where high coupling efficiency is desired.

Applications in Peptide Synthesis and Beyond:

The primary application of Boc-Lys(Boc)-ONp is in peptide synthesis, especially in Solid-Phase Peptide Synthesis (SPPS). In SPPS, amino acids are sequentially attached to a solid resin support. The activated carboxyl group of Boc-Lys(Boc)-ONp readily couples with the free N-terminus of the growing peptide chain. After coupling, the Boc protecting groups are cleaved, exposing the new amino terminus for the subsequent amino acid addition. When you buy this reagent from NINGBO INNO PHARMCHEM CO.,LTD., you are assured of a product that supports reproducible and high-yield synthesis.

Beyond standard peptide synthesis, Boc-Lys(Boc)-ONp is also utilized in:

• Preparation of modified peptides: The epsilon-amino group of lysine, once deprotected, can be further functionalized with labels, drugs, or other biomolecules, leading to advanced peptide conjugates.
• Drug discovery: As a critical intermediate for synthesizing peptide-based therapeutics and peptidomimetics.
• Biochemical research: Investigating protein structure-function relationships, enzyme mechanisms, and protein-protein interactions where lysine plays a key role.

For procurement professionals and researchers looking to purchase this valuable intermediate, NINGBO INNO PHARMCHEM CO.,LTD. offers a reliable source. We are a trusted supplier and manufacturer in China, providing high-quality Boc-Lys(Boc)-ONp at competitive price points. Our commitment to quality means you can confidently order this compound, knowing it meets stringent specifications for your research and development needs. Contact us today for a quotation and to discuss your specific requirements.