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The Application of N6-CBZ-L-lysine in Peptide Synthesis

time:2025-08-14

N6-Cbz-L-lysine is an important amino acid derivative with extensive applications in peptide synthesis. The following is an overview of its application progress:

As a protected amino acid: In peptide synthesis, the benzyloxycarbonyl group (Cbz) of N6-Cbz-L-lysine can protect the ε-amino group of lysine, preventing unnecessary side reactions during peptide chain synthesis. For example, in solid-phase peptide synthesis (SPPS), it can serve as a stable building block to ensure that the peptide chain extends according to the predetermined sequence. After the completion of peptide chain synthesis, the Cbz group can be selectively removed through specific deprotection reactions, thereby exposing the ε-amino group for subsequent modification or further peptide chain extension.

For the synthesis of peptides with special structures: N6-Cbz-L-lysine can be used to synthesize various peptides with special structures, such as cyclic peptides, constrained peptides, and macrocyclic peptides. N6-Cbz-L-lysine N-carboxyanhydride (N6-Cbz-L-lys-NCA), synthesized using N6-Cbz-L-lysine as a raw material, is an important reagent. It can participate in the synthesis of these special-structured peptides through ring-opening polymerization and other methods, providing a powerful tool for studying the structure-function relationship of peptides.

Preparation of peptide-modified compounds: The use of L-lysine derivatives in the field of peptide synthesis can yield a series of peptide-modified compounds. N6-Cbz-L-lysine can act as an intermediate for direct or indirect molecular modification of peptide compounds. For instance, through further modification of N6-Cbz-L-lysine, compounds such as N-2-alkanoyl-N-6-benzyl-L-lysine can be obtained. These modified peptide compounds have many potential functions and applications in the pharmaceutical field.

For the synthesis of peptide drugs: N6-Cbz-L-lysine and its derivatives can be used to synthesize various peptide drugs, such as peptide hormones, peptide antibiotics, and peptide vaccines. For example, in the synthesis process of some peptide drugs, N6-Cbz-L-lysine can serve as a key structural unit, participating in the construction of peptide chain structures with specific biological activities, thus providing important raw material support for the research, development, and production of peptide drugs.

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