Fmoc-L-Lys(N3-Gly)-OH - CAS 1198617-89-8 Catalog number: BADC-01687

Fmoc-L-Lys(N3-Gly)-OH is a modified amino acid derivative used in peptide synthesis, where it serves as a building block for the creation of peptides with specialized properties. The Fmoc (9-fluorenylmethyloxycarbonyl) group is a widely used protecting group for the amino terminus of peptides, allowing for stepwise peptide assembly through solid-phase peptide synthesis (SPPS). In this case, the Fmoc group enables selective deprotection and addition of subsequent amino acids, making Fmoc-L-Lys(N3-Gly)-OH a versatile intermediate in peptide synthesis.

The unique feature of Fmoc-L-Lys(N3-Gly)-OH is the inclusion of an azide (N3) group attached to the side chain of lysine, as well as a glycine (Gly) residue. The azide group enables the introduction of clickable chemistry, such as the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, also known as the "click" reaction. This click chemistry approach is used to covalently link peptides to other molecules, such as drugs, dyes, or biomolecules, in a highly selective and efficient manner. Fmoc-L-Lys(N3-Gly)-OH therefore plays a critical role in the creation of peptide conjugates for drug delivery, biomarker detection, and diagnostic applications.

Furthermore, the incorporation of the glycine residue (N3-Gly) enhances the flexibility of the peptide chain and can aid in achieving desired peptide conformations. This flexibility is beneficial in peptide-based applications that require structural adaptability, such as protein-protein interactions or the design of peptide scaffolds for molecular recognition. By using Fmoc-L-Lys(N3-Gly)-OH in synthesis, researchers can produce peptides that are tailored for specific structural and functional roles, including peptide libraries for high-throughput screening in drug discovery.

Another important application of Fmoc-L-Lys(N3-Gly)-OH is in the development of bioactive peptides for therapeutic purposes. The azide group enables the efficient conjugation of bioactive molecules to the peptide, enhancing its pharmacological properties or enabling targeted drug delivery. This compound is particularly valuable in the synthesis of targeted therapeutics, where peptides are conjugated with cytotoxic agents, fluorescent probes, or other biomolecules to improve specificity and efficacy in disease treatment. The ability to control the conjugation process with high precision makes Fmoc-L-Lys(N3-Gly)-OH an important tool in peptide-based drug design and delivery.