Fmoc-Ala-Ser(ψMe,Mepro)-OH: Properties, Applications, and Industrial Relevance

Fmoc-Ala-Ser(ψMe,Mepro)-OH (CAS: 252554-78-2) is a highly specialized compound widely used in peptide chemistry. This derivative of amino acids features structural modifications that enhance its functionality in peptide synthesis. Its unique properties make it an essential tool in pharmaceutical research and industrial applications, particularly for developing stable and bioactive peptides.

Chemical Properties
Fmoc-Ala-Ser(ψMe,Mepro)-OH is composed of two amino acid residues, alanine and serine, with the serine residue modified by a ψMe,Mepro substitution. This modification introduces distinct stereochemical and conformational characteristics, enabling the compound to improve the stability and structure of synthesized peptides. The N-terminal is protected by the 9-fluorenylmethoxycarbonyl (Fmoc) group, which facilitates solid-phase peptide synthesis (SPPS) by providing temporary protection during chemical reactions. The compound’s ability to introduce pseudo-peptide bonds enhances its capacity to stabilize peptides and modulate their secondary structure, making it a valuable component in advanced peptide synthesis.

Applications
Fmoc-Ala-Ser(ψMe,Mepro)-OH is primarily employed as a building block in SPPS. Its modified structure enhances the stability of peptides against enzymatic degradation and allows researchers to create peptides with customized structural and functional properties. In pharmaceutical development, this compound is indispensable for designing therapeutic peptides and peptidomimetics. These synthetic peptides mimic natural peptide structures but offer improved pharmacokinetics, such as increased resistance to degradation and enhanced bioavailability, making them suitable candidates for drug development.

The compound also plays a crucial role in structural studies. Its ability to modulate peptide conformation allows scientists to investigate protein-protein and protein-ligand interactions. This property makes it an essential tool in biotechnological applications, including the development of enzyme inhibitors and the creation of peptides with antimicrobial, antiviral, or anti-inflammatory properties.

Industrial Relevance
The demand for Fmoc-Ala-Ser(ψMe,Mepro)-OH in industrial applications is driven by its versatility and effectiveness in creating tailored peptides. As the pharmaceutical industry increasingly focuses on biologics, stable and functional peptides have become critical for therapeutic development. This compound’s ability to improve peptide properties positions it as a key player in pharmaceutical manufacturing and research.

High purity levels are essential for reproducibility in research and industrial processes, and Fmoc-Ala-Ser(ψMe,Mepro)-OH meets these requirements. While typically supplied in laboratory-scale quantities, its production can scale up to meet the demands of industrial users. The compound’s availability ensures consistent supply for researchers and manufacturers who rely on it for diverse applications, including drug discovery and therapeutic peptide production.

Conclusion
Fmoc-Ala-Ser(ψMe,Mepro)-OH is a critical component in the field of peptide synthesis, offering unique structural modifications that enhance stability, bioactivity, and functional properties. Its applications in pharmaceutical research, structural studies, and biotechnological innovation underline its importance in both academic and industrial settings. With the growing focus on peptide-based therapeutics, the relevance of this compound is expected to increase, cementing its role in advancing modern science and medicine.