Fmoc-L-Ser(tBu)-OH
- Price: ¥1000/Kg
- Createtime: 2024-09-04
- Updatetime: 2024-09-04
Product Details
CAS |
71989-33-8
|
PU |
99%
|
MF |
C22H25NO5
|
Chemical Name: Fmoc-L-Ser(tBu)-OH
Molecular Formula: C21H25NO5
Molecular Weight: 371.43 g/mol
Overview
Fmoc-L-Ser(tBu)-OH is a protected amino acid derivative extensively used in solid-phase peptide synthesis (SPPS). This compound consists of L-serine, an essential amino acid, with its amino group protected by the Fmoc (9-fluorenylmethyloxycarbonyl) group and its hydroxyl side chain protected by a t-butyl (tBu) group. These protective groups are essential for ensuring selective reactions during peptide synthesis, allowing for the precise incorporation of L-serine into peptide chains.
Importance in Peptide Synthesis
The Fmoc strategy is a widely favored method in SPPS due to its mild deprotection conditions, typically using a base such as piperidine. Fmoc-L-Ser(tBu)-OH is particularly important when synthesizing peptides containing serine residues, as the tBu group protects the hydroxyl side chain, preventing it from undergoing premature reactions. This protection ensures that the serine residue can be incorporated into the peptide sequence without any undesired side reactions, preserving the integrity of the peptide structure.
Serine plays a vital role in many biological processes, including enzyme catalysis, cell signaling, and protein phosphorylation. Its side-chain hydroxyl group is often involved in hydrogen bonding and can act as a site for post-translational modifications, such as phosphorylation, which regulates protein function and activity.
Applications
Fmoc-L-Ser(tBu)-OH is extensively used in the synthesis of peptides where serine residues are required. These peptides are crucial in various fields, including drug development, enzyme studies, and the design of biomaterials. The ability to protect and later deprotect the hydroxyl group of serine allows researchers to create peptides with specific sequences and functionalities.
For example, serine-rich peptides are important in studying protein phosphorylation, a key regulatory mechanism in cells. Synthetic peptides containing serine are also used in the development of enzyme inhibitors and in the creation of peptide-based drugs that target specific biological pathways.
Handling and Storage
Fmoc-L-Ser(tBu)-OH should be handled with care, like all 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 it is ready for use in peptide synthesis.
Conclusion
Fmoc-L-Ser(tBu)-OH is a critical reagent in peptide synthesis, enabling the precise incorporation of L-serine into peptide sequences. Its role in SPPS is crucial for creating peptides with specific biological functions, making it an invaluable tool in advancing research in biochemistry, molecular biology, and drug development. By using Fmoc-L-Ser(tBu)-OH, scientists can design and synthesize peptides that are essential for therapeutic applications and fundamental research, contributing to the understanding and manipulation of biological systems.