Boc-Lys(dde)-OH
- Createtime: 2024-09-04
- Updatetime: 2024-09-04
Product Details
CAS |
444795-66-8
|
MF |
C33H57N3O6
|
Boc-Lys(dde)-OH is a protected amino acid derivative used in solid-phase peptide synthesis (SPPS). This compound features L-lysine, an essential amino acid with a basic side chain, with its amino group protected by the Boc (tert-butoxycarbonyl) group and its side-chain amino group protected by the dde (4,4-dimethyl-2,6-dioxocyclohexylidene) group. These protective groups are critical for managing the peptide synthesis process, preventing undesired reactions, and ensuring the accurate incorporation of lysine into peptide chains.
Importance in Peptide Synthesis
The Boc strategy, employed in SPPS, is well-regarded for its efficiency and the mild deprotection conditions it provides, typically achieved using acids such as trifluoroacetic acid (TFA). Boc-Lys(dde)-OH is particularly valuable for synthesizing peptides that require lysine residues. The Boc group protects the alpha amino group of lysine, while the dde group protects the side-chain amino group. The dde protection is especially useful for selectively activating or modifying the lysine side chain after peptide synthesis.
Lysine's basic side chain plays a crucial role in protein structure and function, participating in electrostatic interactions and hydrogen bonding. The dde group allows for selective deprotection of the lysine side chain, which is beneficial for creating peptides with specific structural features or for further chemical modifications.
Applications
Boc-Lys(dde)-OH is used in peptide synthesis where precise control over lysine’s side-chain amino group is required. This compound is valuable in several applications, including drug development, enzyme studies, and biomaterials. The ability to incorporate lysine and selectively modify its side chain enables the creation of peptides with customized sequences and functionalities.
Lysine-rich peptides are significant for studying protein-protein interactions, enzyme activity, and cellular processes. The dde protection strategy is useful in cases where lysine's side-chain amino group needs to be specifically modified or activated for functional studies or therapeutic applications. Synthetic peptides containing lysine can be employed to develop peptide-based drugs, design advanced biomaterials, and explore complex biological mechanisms.
Handling and Storage
Boc-Lys(dde)-OH should be handled with care, similar to other chemical reagents. It should be stored in a cool, dry place, away from light and moisture, to prevent degradation. Proper storage conditions are essential to maintain the compound’s stability and reactivity, ensuring its suitability for peptide synthesis.
Conclusion
Boc-Lys(dde)-OH is a key reagent in peptide synthesis, facilitating the precise incorporation of L-lysine into peptide sequences and allowing for selective modification of the lysine side chain. Its role in SPPS is crucial for creating peptides with specific structural and functional properties, making it a valuable tool in advancing research in biochemistry, molecular biology, and drug development. By utilizing Boc-Lys(dde)-OH, scientists can design and synthesize peptides that are critical for therapeutic applications, structural studies, and a deeper understanding of protein interactions and functions.