4-Fmoc-Hydrazinobenzoyl AM NovaGel™ Resin
Specialized Resin for Hydrazide Peptide Synthesis (C-Terminal Hydrazine Derivatives)
4-Fmoc-hydrazinobenzoyl AM NovaGel™ Resin is a pre-functionalized polyethylene glycol (PEG)-grafted polystyrene resin designed for the solid-phase synthesis of peptide hydrazides—valuable intermediates for native chemical ligation (NCL) and other chemoselective ligation strategies. The resin incorporates a 4-Fmoc-protected hydrazinobenzoyl linker, which upon deprotection, generates a hydrazine-functional handle at the C-terminus of the growing peptide.
Built on NovaGel, a highly swollen PEG-polystyrene matrix, this resin offers excellent solvation, reagent diffusion, and is ideal for difficult sequences, long peptides, or sensitive fragments. It is fully compatible with Fmoc/tBu-based SPPS.
Specifications
Matrix: PEG-grafted polystyrene (NovaGel™)
Linker: 4-Fmoc-hydrazinobenzoyl
Functionality: Hydrazine precursor (via Fmoc deprotection)
Loading: Typically 0.2–0.4 mmol/g
Swelling: Excellent in DMF, NMP, DCM
Final Peptide Terminus: –NHNH₂ (C-terminal hydrazide)
Cleavage: Standard TFA-based acidic cleavage (after Fmoc removal)
Key Features
Hydrazide Peptide Synthesis: Enables access to peptide hydrazides—essential for NCL
Fmoc-Compatible: Smooth integration with standard SPPS workflows
Excellent Swelling: NovaGel enhances performance with long or hydrophobic peptides
Direct Use: Pre-functionalized and ready for synthesis—no loading required
Ideal for Fragment Ligation: Facilitates convergent synthesis and peptide cyclization
Applications
Synthesis of C-terminal peptide hydrazides
Preparation of thioester precursors for native chemical ligation (NCL)
Production of peptide fragments for convergent assembly
Cyclization strategies requiring hydrazide intermediates
Peptide–drug conjugates or tagged peptide constructs
Typical Workflow
Swelling: Resin is swollen in DMF or NMP
Fmoc Deprotection: Removal with 20% piperidine in DMF liberates the hydrazine group
Peptide Elongation: Standard Fmoc SPPS proceeds using hydrazine handle as anchor
Cleavage: Global cleavage with TFA provides peptide–NHNH₂ hydrazide product
Post-synthesis modification: Hydrazides can be converted to thioesters or aldehydes
Cleavage Protocol
| Reagent | Conditions | Result |
|---|---|---|
| TFA:TIS:H₂O (95:2.5:2.5) | 1–2 hours at room temperature | Fully deprotected peptide hydrazide |
Storage & Handling
Store in a dry container under inert atmosphere
Protect from light, air, and moisture
Swell in DMF or DCM prior to synthesis
Use standard Fmoc deprotection and SPPS reagents
Comparison with Related Resins
| Resin | C-Terminus | Functional Handle | Key Use |
|---|---|---|---|
| 4-Fmoc-hydrazinobenzoyl AM NovaGel | –NHNH₂ | Hydrazide precursor | NCL, thioester conversion, fragment ligation |
| Wang Resin | –COOH | None (benzylic ester) | General peptide acids |
| Rink Amide Resin | –CONH₂ | Amide | C-terminal amide peptides |
| PAL Resin | –CONH₂ | Amide | High-purity amide peptides, especially long chains |
Conclusion
4-Fmoc-hydrazinobenzoyl AM NovaGel™ Resin is a high-performance, Fmoc-compatible solid-phase support tailored for the synthesis of C-terminal hydrazide peptides. Its excellent swelling capacity and unique hydrazine functionality make it a powerful tool for native chemical ligation, peptide thioester generation, and advanced fragment assembly strategies.
Phone : +49 1512 4714765 ( Germany )
Phone : +1 (702) 381-3042 ( USA )
Email : [email protected]
Address : Cunostraße 56, 14193 Berlin. Germany
Address : 7373 Rowlett Park Dr, Tampa, FL 33610, United States.