Wang Resin (100–200 Mesh): Standard Solid Support for C-Terminal Acid Peptides
Wang Resin is a highly reliable solid-phase synthesis resin used primarily in Fmoc- or Boc-based peptide synthesis, especially when a free carboxylic acid (-COOH) is desired at the C-terminus of the peptide. It consists of a polystyrene-divinylbenzene (PS-DVB) matrix functionalized with a Wang linker (4-hydroxymethylphenoxy), which forms an acid-labile ester bond with the first amino acid.
With a particle size range of 100–200 mesh (approximately 75–150 µm), Wang Resin offers an excellent balance of surface area and flow properties, making it suitable for both manual and automated synthesis platforms.
Product Specifications
Matrix: Cross-linked polystyrene (1% DVB typical)
Linker: Wang (4-hydroxymethylphenoxy)
Functional Group: Hydroxyl (–OH) on aromatic ether
Loading: Typically 0.8–1.2 mmol/g (can vary by grade)
Particle Size: 100–200 mesh (75–150 µm)
Swelling: Compatible with DCM, DMF, NMP, THF, etc.
Protecting Group Compatibility: Fmoc or Boc strategies
Key Features
Acid-Labile Linker: Releases the synthesized peptide with a free carboxylic acid upon TFA cleavage.
Versatile: Suitable for both Fmoc and Boc SPPS protocols.
Proven Track Record: One of the most established and widely used resins in peptide chemistry.
Good Swelling Capacity: Ensures efficient coupling reactions and high yields.
Compatible with Manual and Automated Synthesizers.
Applications
Peptide Synthesis: Ideal for preparing peptides that require a C-terminal acid.
Combinatorial Chemistry: Used in the synthesis of compound libraries for SAR (structure–activity relationship) studies.
Solid-Phase Organic Synthesis (SPOS): Can be employed to immobilize intermediates or linkers in multistep synthesis strategies.
Cleavage Conditions
Cleavage of the peptide from Wang resin is typically performed using TFA-based cocktails, often 95% TFA with scavengers (e.g., water, TIS, EDT) for 1–3 hours at room temperature.
The cleavage releases the peptide with a C-terminal -COOH.
Handling and Storage
Store in a cool, dry place in an airtight container.
Pre-swell in DCM, DMF, or appropriate solvent prior to use.
Protect from prolonged exposure to light and moisture to maintain loading and reactivity.
Advantages & Considerations
| Advantages | Considerations |
|---|---|
| Simple, well-characterized cleavage | Not ideal for C-terminal amides (use Rink Amide instead) |
| High compatibility with Fmoc/Boc chemistry | Can be less effective for sterically hindered sequences |
| Stable during synthesis, cleaves cleanly | Sensitive to strong acids during storage or unintended handling 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. |