Fmoc-L-Tyr(tBu)-OH
- Price: ¥1000/Kg
- Createtime: 2024-09-04
- Updatetime: 2024-09-04
Product Details
CAS |
71989-38-3
|
PU |
99%
|
MF |
C28H29NO5
|
EINECS |
276-262-7
|
Fmoc-L-Tyr(tBu)-OH is a protected amino acid derivative widely used in solid-phase peptide synthesis (SPPS). This compound features L-tyrosine, an aromatic amino acid, with its amino group protected by the Fmoc (9-fluorenylmethyloxycarbonyl) group and its phenolic hydroxyl group protected by a tBu (tert-butyl) group. These protective groups are crucial for controlling the peptide synthesis process, preventing unwanted side reactions, and ensuring the precise incorporation of tyrosine into peptide chains.
Importance in Peptide Synthesis
The Fmoc strategy is favored in SPPS due to its efficiency and the mild deprotection conditions it offers, typically achieved using a base like piperidine. Fmoc-L-Tyr(tBu)-OH is particularly significant for synthesizing peptides that include tyrosine residues. The tBu group protects the phenolic hydroxyl group of tyrosine, which could otherwise react or interfere with peptide synthesis. This protection allows for the controlled incorporation of tyrosine into peptides without side reactions.
Tyrosine, with its aromatic side chain, plays a vital role in protein function and stability. Its phenolic hydroxyl group is involved in various interactions, including hydrogen bonding and aromatic stacking. Incorporating tyrosine into peptides can influence their biological activity and interactions, making Fmoc-L-Tyr(tBu)-OH an essential reagent for designing peptides with specific properties.
Applications
Fmoc-L-Tyr(tBu)-OH is used in the synthesis of peptides requiring tyrosine residues. These peptides are valuable in fields such as drug development, enzyme studies, and biomaterials. The precise incorporation of tyrosine allows for the creation of peptides with tailored sequences and functionalities.
Tyrosine-rich peptides are important for studying protein structure and function. The aromatic side chain of tyrosine is crucial for stabilizing protein structures through aromatic stacking interactions and contributing to enzyme activity and receptor binding. Synthetic peptides containing tyrosine can be used to investigate protein-protein interactions, develop peptide-based therapeutics, and design biomaterials with specific functional properties.
Handling and Storage
Fmoc-L-Tyr(tBu)-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 stability and reactivity of the compound, ensuring its suitability for peptide synthesis.
Conclusion
Fmoc-L-Tyr(tBu)-OH is a crucial reagent in peptide synthesis, enabling the precise incorporation of L-tyrosine into peptide sequences. Its role in SPPS is essential for creating peptides with specific structural and functional characteristics, making it a valuable tool in advancing research in biochemistry, molecular biology, and drug development. By using Fmoc-L-Tyr(tBu)-OH, scientists can design and synthesize peptides that contribute to therapeutic applications, structural studies, and a deeper understanding of protein interactions and functions.