HMPB-MBHA Resin: Fmoc-Compatible Resin for C-Terminal Amide Peptide
HMPB-MBHA Resin combines the acid-labile HMPB linker (4-hydroxymethyl-3-methoxyphenoxybutyric acid) with a p-methylbenzhydrylamine (MBHA) polystyrene resin to support Fmoc solid-phase peptide synthesis (SPPS). It enables the synthesis of peptides with C-terminal amides (–CONH₂), a structural feature that enhances bioactivity, stability, and resistance to enzymatic degradation in many therapeutic and biologically active peptides.
The HMPB linker provides a more acid-labile alternative to standard MBHA linkages, allowing peptide cleavage under milder acidic conditions than those required for classical Boc chemistry, while remaining fully compatible with Fmoc/tBu protection strategies.
Specifications
Resin Matrix: Polystyrene cross-linked with ~1% DVB
Linker: HMPB (4-hydroxymethyl-3-methoxyphenoxybutyric acid)
Base Resin: MBHA (p-methylbenzhydrylamine)
Loading: Typically 0.4–0.7 mmol/g
Particle Size: 100–200 mesh
Cleavage: Acidic (TFA-based, mild to moderate strength)
Final Peptide Terminus: C-terminal amide (–CONH₂)
Compatible Chemistry: Fmoc/tBu peptide synthesis
Key Features
C-Terminal Amide Formation: Ideal for bioactive peptides
Fmoc-Compatible: No need for harsh Boc protocols
Mild Cleavage Conditions: HMPB allows TFA cleavage without strong acids like HF
Clean Deprotection: Reduces side reactions and impurities
Improved Yield & Purity: Especially with sensitive or complex peptides
Applications
Synthesis of C-terminal amide peptides (e.g., hormones, neuropeptides, therapeutic peptides)
Use in automated or manual SPPS workflows
Peptide drug discovery and structure-activity relationship (SAR) studies
Protected fragment synthesis for convergent or stepwise assembly
Cleavage Conditions
| Reagent | Conditions | Result |
|---|---|---|
| TFA (95%) + scavengers | 1–2 hours at room temperature | Peptide with –CONH₂ terminus |
| Milder conditions | 1–5% TFA/DCM (fragmented) | Protected peptide fragments |
Handling & Storage
Store dry, away from moisture and light
Swell in DCM, DMF, or NMP before use
Compatible with standard SPPS reactors and instruments
Avoid prolonged exposure to moisture and bases outside protocol conditions
Comparison with Related Resins
| Resin | C-Terminus | Cleavage Strength | Best Use |
|---|---|---|---|
| HMPB-MBHA Resin | –CONH₂ | Mild–moderate (TFA) | Bioactive amide peptides with acid sensitivity |
| Rink Amide Resin | –CONH₂ | Standard (TFA) | Most widely used for Fmoc-based SPPS |
| PAL Resin | –CONH₂ | Standard (TFA) | High-purity peptides, robust performance |
| Wang Resin | –COOH | Standard (TFA) | Peptides requiring carboxyl end group |
Conclusion
HMPB-MBHA Resin provides an effective, Fmoc-compatible platform for synthesizing C-terminal amide peptides, especially those requiring milder cleavage conditions or enhanced acid sensitivity handling. Its high performance and broad compatibility make it a valuable asset in both research labs and production environments.
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