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Fmoc-L-Asp(OtBu)-OH
  • Brand:baishixing
  • Origin:sichuanchengdu
  • Createtime: 2024-09-04
  • Updatetime: 2024-09-04
Product Details
CAS 71989-14-5
PU 99%
MF C23H25NO6
EINECS 276-251-7
Chemical Name: Fmoc-L-Asp(OtBu)-OH
Molecular Formula: C24H25NO6
Molecular Weight: 423.46 g/mol

Overview
Fmoc-L-Asp(OtBu)-OH is a protected amino acid derivative widely used in solid-phase peptide synthesis (SPPS). This compound comprises L-aspartic acid with its amino group protected by an Fmoc (9-fluorenylmethyloxycarbonyl) group and its side-chain carboxyl group protected by a t-butyl ester (OtBu). These protective groups are essential in preventing unwanted side reactions during peptide synthesis, ensuring the precise assembly of peptide chains.

Importance in Peptide Synthesis
In SPPS, the Fmoc strategy is highly favored for its efficiency and mild deprotection conditions, typically involving a base like piperidine. Fmoc-L-Asp(OtBu)-OH is particularly important for synthesizing peptides containing aspartic acid residues. The OtBu group effectively protects the side-chain carboxyl group from premature reactions, allowing for controlled and sequential addition of amino acids during the peptide elongation process.

Aspartic acid plays a crucial role in many biological processes, including enzyme activity, protein structure, and cell signaling. Its carboxyl side chain can engage in ionic interactions, making it essential in the formation of active sites in enzymes and in mediating protein-protein interactions. The incorporation of aspartic acid into synthetic peptides is vital for replicating the functionality of natural proteins or designing novel peptides with specific properties.

Applications
Fmoc-L-Asp(OtBu)-OH is extensively used in the synthesis of peptides that require the presence of aspartic acid residues. These peptides are important in various fields, including drug development, enzyme studies, and the creation of biomaterials. The ability to protect and later deprotect the side-chain carboxyl group allows for the creation of peptides with specific sequences and functionalities, essential for studying protein functions and interactions.

For example, aspartic acid-rich peptides are often used in the study of metalloproteins, where the side-chain carboxyl groups play a critical role in binding metal ions. Additionally, synthetic peptides containing aspartic acid are used in drug development, particularly in designing enzyme inhibitors and therapeutic peptides that target specific biological pathways.

Handling and Storage
Fmoc-L-Asp(OtBu)-OH should be handled with care, as with all chemical reagents. It is typically stored in a cool, dry place, away from light and moisture, to prevent degradation. Proper storage conditions ensure the stability of the compound, maintaining its reactivity and suitability for use in peptide synthesis.

Conclusion
Fmoc-L-Asp(OtBu)-OH is an essential reagent in peptide synthesis, enabling the precise incorporation of L-aspartic acid into peptide sequences. Its role in SPPS is crucial for creating peptides with the correct structure and function, making it a valuable tool in advancing research in biochemistry, molecular biology, and drug development. By using Fmoc-L-Asp(OtBu)-OH, scientists can design and synthesize peptides that play critical roles in therapeutic applications and fundamental research, contributing to a deeper understanding of biological systems and the development of new medical therapies.
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