Boc-Pip(Fmoc)-OH (4-(Boc-amino)-1-Fmoc-piperidine-4-carboxylic acid, CAS 368866-07-3) is a conformationally constrained unnatural amino acid derivative built upon a piperidine ring system. The molecule features a piperidine-4-carboxylic acid core with two orthogonal protecting groups: a tert-butoxycarbonyl (Boc) group protecting the 4-amino nitrogen, and a 9-fluorenylmethoxycarbonyl (Fmoc) group protecting the ring nitrogen at the 1-position.
Boc-Pip(Fmoc)-OH serves as a key building block for introducing conformationally constrained 4-aminopiperidine-4-carboxylic acid residues into peptides via solid-phase Fmoc synthesis. The Fmoc group on the piperidine ring nitrogen enables standard base-mediated deprotection for chain assembly, while the Boc group on the 4-amino substituent is removed under acidic conditions (TFA) during final clal peptides through solid-phase Fmoc methods with 63% yield, demonstrating its utility in constructing peptides with defined secondary structures. In addition to peptide synthesis, Boc-Pip(Fmoc)-OH finds applications in medicinal chemistry for the design of bioactive molecules, in bioconjugation processes for drug delivery, and in neurological research exploring treatments for neurodegenerative diseases.eavage. Boc-Pip(Fmoc)-OH has been incorporated into water-soluble highly helic.
Product Parameters
Parameter
Specification
Product Name
Boc-Pip(Fmoc)-OH
CAS Number
368866-07-3
Molecular Formula
C₂₆H₃₀N₂O₆
Molecular Weight
466.53 g/mol
Boiling Point
569.36℃
Density
1.2464
pKa
3.85±0.20
Appearance
White powder
Storage Condition
2–8 °C
Why Cosperpharm?
When your peptide design demands conformational constraint and structural rigidity, Cosperpharm delivers Boc-Pip(Fmoc)-OH with the purity, documentation, and supply reliability that advanced research requires.
Purity that enables reproducible synthesis. Boc-Pip(Fmoc)-OH is a specialized building block where impurities can propagate through your peptide synthesis and compromise final product integrity. Our release protocol includes HPLC purity verification (≥97.0%), appearance verification, and identity confirmation — because your research outcomes depend on the quality of this building block.
Documentation that supports your work. Every shipment includes a Certificate of Analysis (COA) with batch‑specific purity data and structural characterization. Custom quality documentation is available upon request.
Flexible supply for discovery through development. Cosperpharm supplies Boc-Pip(Fmoc)-OH from 1g reference quantities for peptide library synthesis to larger batch sizes for process development and scale‑up.
Product Advantages
1. Conformationally Constrained Scaffold
Boc-Pip(Fmoc)-OH is built upon a rigid piperidine ring that locks the α,α-disubstituted amino acid in a fixed chair conformation. This conformational constraint forces peptide backbones into specific secondary structures — helices or turns — upon incorporation, making it a powerful tool for structure-based drug design.
2. Dual Orthogonal Protecting Groups
The Boc group on the 4-amino substituent and the Fmoc group on the ring nitrogen provide orthogonal protection: Fmoc is base-labile for stepwise SPPS deprotection, while Boc is acid-labile for final side-chain unveiling. This design enables precise control over peptide assembly.
3. Enables Water-Soluble Highly Helical Peptides
Boc-Pip(Fmoc)-OH has been successfully incorporated into water-soluble highly helical peptides via solid-phase Fmoc methods, with 63% yield. The piperidine residue promotes helical folding even in aqueous environments, where short peptides would otherwise remain unstructured.
4. Enhances Proteolytic Stability
Peptides containing 4-aminopiperidine-4-carboxylic acid residues show enhanced resistance to enzymatic degradation compared to their proteinogenic counterparts, making Boc-Pip(Fmoc)-OH valuable for developing therapeutic peptides with improved in vivo stability.
5. Broad Application Range
Boc-Pip(Fmoc)-OH is used in peptide synthesis, medicinal chemistry for bioactive molecule design, bioconjugation for drug delivery, and neuroscience research exploring treatments for neurodegenerative diseases.
Storage Conditions
Store Boc-Pip(Fmoc)-OH in a tightly sealed container at 2–8 °C. Keep the container dry, protected from light, and stored away from strong oxidizing agents and strong bases.
Shelf life: Please consult the Certificate of Analysis for batch‑specific expiry information.
Handling precautions: Use in a fume hood. Wear chemical‑resistant gloves, safety goggles, and a lab coat. Avoid generating dust. Wash hands thoroughly after handling.
Contact Us
Whether you are designing conformationally constrained peptides for drug discovery or scaling up a therapeutic candidate, Cosperpharm provides the quality and reliability you need. Reach out to discuss your Boc-Pip(Fmoc)-OH requirements today.
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