Introduction

Fmoc-Phe-Ser(ψMe,Mepro)-OH (CAS 878797-01-4) is a pseudoproline dipeptide building block engineered to address aggregation and solubility issues in solid-phase peptide synthesis (SPPS). Combining the Fmoc-protected phenylalanine (Phe), a serine-derived pseudoproline (ψPro) motif, and methylproline modifications, this compound enhances synthesis efficiency for complex or hydrophobic peptide sequences. Its CAS number, 878797-01-4, ensures precise identification in research and industrial workflows. This article explores its structural design, applications, and advantages in modern peptide chemistry.

Chemical Structure and Key Components

Fmoc-Phe-Ser(ψMe,Mepro)-OH (CAS 878797-01-4) integrates three critical elements:

1. Fmoc Protecting Group: Protects the α-amino group, enabling sequential deprotection with piperidine during SPPS.

2. Phenylalanine (Phe): A hydrophobic amino acid contributing to peptide stability and target binding.

3. Ser(ψMe,Mepro): A pseudoproline motif where serine’s hydroxyl group is converted into a thioether-linked methylproline structure, disrupting β-sheet formation and reducing chain aggregation.

The CAS registry 878797-01-4 uniquely identifies this compound, streamlining sourcing and regulatory compliance.

Applications in Peptide Synthesis

1. Synthesis of Hydrophobic or Aggregation-Prone Sequences

The ψPro motif in CAS 878797-01-4 mitigates β-sheet-driven aggregation, enabling efficient synthesis of challenging peptides such as amyloid-β or transmembrane domain mimics.

2. Improved Solubility and Synthesis Yield

Enhances solubility in SPPS solvents (e.g., DMF), reducing truncated byproducts and increasing yields by 30–50% compared to standard dipeptides.

3. Structural Biology and Drug Discovery

Introduces conformational flexibility for X-ray crystallography or NMR studies, aiding analysis of peptide-protein interactions.

4. Therapeutic Peptide Development

• Antimicrobial Peptides (AMPs): Boosts proteolytic stability and membrane penetration against resistant pathogens.

• Hormone Analogues: Facilitates synthesis of stable growth hormone or insulin derivatives.

Advantages Over Conventional Dipeptides

• Aggregation Suppression: ψPro disrupts rigid secondary structures, enabling "difficult" sequence synthesis.

• Orthogonal Compatibility: Fmoc protection aligns with SPPS protocols, preserving acid-sensitive residues.

• Scalability: Compatible with automated synthesizers for high-throughput production.

Synthesis and Handling Guidelines

Synthesis Protocol:

1. Pseudoproline Formation: Serine is modified to incorporate the methylproline thioether linkage.

2. Fmoc Protection: The N-terminal phenylalanine is protected using Fmoc-Cl.

3. Purification: Isolated via reverse-phase HPLC to ≥95% purity.

Storage:

• Store at -20°C in a dry, dark environment to prevent degradation.

• Avoid exposure to moisture, acids, or s.

Safety and Regulatory Insights

• Handling: Use PPE (gloves, goggles) and work in a fume hood.

• Disposal: Follow local regulations for organic waste containing Fmoc derivatives.

• Regulatory Status: Listed under CAS 878797-01-4, classified as non-hazardous.

Global Supplier: Pukang Biotechnology

Pukang Biotechnology supplies high-purity Fmoc-Phe-Ser(ψMe,Mepro)-OH (CAS 878797-01-4) and custom synthesis services. Offerings include:

• GMP-Grade Material: For preclinical and clinical applications.

• Technical Support: Optimization of ψPro integration strategies.

• Fast Global Delivery: Ensuring seamless research continuity.

Contact: +86-137-0808-4407 | export@pu-kang.com

Conclusion

Fmoc-Phe-Ser(ψMe,Mepro)-OH (CAS 878797-01-4) is a pivotal tool for overcoming peptide synthesis challenges, enabling efficient production of therapeutic and structural peptides. Its pseudoproline technology enhances solubility, yield, and stability, driving innovations in drug discovery and biotechnology. For researchers targeting complex peptide therapeutics, CAS 878797-01-4 offers a reliable solution to optimize synthesis workflows.