Fmoc-Lys(Ivdde)-OH
- Createtime: 2024-09-04
- Updatetime: 2024-09-04
Product Details
CAS |
204777-78-6
|
PU |
98%
|
MF |
C34H42N2O6
|
Fmoc-Lys(Ivdde)-OH is a specialized 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 Fmoc (9-fluorenylmethyloxycarbonyl) group and its side-chain amino group protected by the Ivdde (isovaleroyl-4,4-dimethyl-2,6-dioxocyclohexylidene) group. These protective groups are critical for controlling the peptide synthesis process, preventing undesired reactions, and ensuring the accurate incorporation of lysine into peptide chains.
Importance in Peptide Synthesis
The Fmoc strategy, which involves deprotection typically achieved using a base like piperidine, is favored in SPPS due to its efficiency and mild conditions. Fmoc-Lys(Ivdde)-OH is particularly valuable for synthesizing peptides that include lysine residues. The Fmoc group protects the alpha amino group of lysine, while the Ivdde group protects the side-chain amino group. The Ivdde protection is specifically designed to allow for selective deprotection and modification of lysine’s side chain under controlled conditions.
Lysine’s basic side chain is important in protein structure and function, participating in electrostatic interactions and hydrogen bonding. The Ivdde group enables selective deprotection of the lysine side chain, which is useful for creating peptides with specific modifications or structural features.
Applications
Fmoc-Lys(Ivdde)-OH is used in peptide synthesis where precise control over lysine’s side-chain amino group is required. This compound is valuable in various fields, including drug development, enzyme studies, and biomaterials. The ability to incorporate lysine and selectively modify its side chain allows for the creation of peptides with customized sequences and functionalities.
Peptides containing lysine are important for studying protein-protein interactions, enzyme activity, and cellular processes. The Ivdde protection strategy is beneficial for applications where lysine’s side-chain amino group needs to be specifically modified or activated. Synthetic peptides with lysine can be used to develop peptide-based therapeutics, design advanced biomaterials, and explore complex biological mechanisms.
Handling and Storage
Fmoc-Lys(Ivdde)-OH should be handled with care, similar to other chemical reagents. It is typically 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
Fmoc-Lys(Ivdde)-OH is a crucial 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 essential 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 Fmoc-Lys(Ivdde)-OH, scientists can design and synthesize peptides that contribute to therapeutic applications, structural studies, and a deeper understanding of protein interactions and functions.