Fmoc-Ser(tBu)-Wang Resin LL (100-200 mesh)
Fmoc-Ser(tBu)-Wang Resin LL (100-200 mesh)
Blog Article
Here’s a clean, blog-style breakdown of Fmoc-Ser(tBu)-Wang Resin LL (100–200 mesh)—great for anyone getting into peptide synthesis or looking for a refresher:
Spotlight on Fmoc-Ser(tBu)-Wang Resin LL (100–200 Mesh)
If you’re crafting peptides with serine at the C-terminus, this resin is your best friend. Fmoc-Ser(tBu)-Wang Resin LL combines solid protection strategies with solid performance—perfect for solid-phase peptide synthesis (SPPS) under Fmoc chemistry.
Let’s unpack what makes it special.
Name Breakdown
Fmoc: This protects the α-amine of the serine residue during synthesis. It’s base-labile and removed with piperidine.
Ser(tBu): The amino acid serine is preloaded onto the resin with its hydroxyl side chain protected by a tBu (tert-butyl) group. This protects against unwanted side reactions during synthesis and is removed with TFA at the end.
Wang resin: The resin backbone uses the acid-labile Wang linker, which allows for C-terminal carboxylic acid formation upon cleavage with TFA.
LL (Low Loading): Typically ~0.2–0.4 mmol/g. This helps reduce aggregation in longer or more hydrophobic peptides by spacing growing chains further apart.
100–200 mesh: Standard particle size (~75–150 μm), balancing good swelling and reaction kinetics.
What It’s For
Synthesizing peptides with serine at the C-terminus.
Avoiding premature reactions at the serine OH group during chain extension.
Ideal for longer peptides, difficult sequences, or where low resin loading is advantageous.
How It Works in SPPS
Swelling: Resin is swollen in a solvent like DCM or DMF.
Fmoc deprotection: Treated with piperidine to expose the α-amine.
Coupling: Standard coupling chemistry adds the next amino acid.
Repeat: Continue chain elongation as needed.
Cleavage: Final cleavage with TFA removes:
The peptide from the resin (cleaves Wang linker),
The tBu protecting group on serine’s side chain,
All acid-labile side chain protections in one go.
Storage Tips
Store in a cool, dry place (preferably under nitrogen or argon).
Protect from moisture and light.
Always pre-swell in solvent before use.
Pro Tips
Low loading helps with yield and purity in longer sequences.
Monitor tBu deprotection—it occurs during TFA cleavage, and you may see a shift in peptide solubility.
Always check your resin loading before planning equivalents.
Final Thoughts
Fmoc-Ser(tBu)-Wang Resin LL gives you a gentle, controlled way to build peptides that end with serine—without risking side-chain reactivity mid-synthesis. It’s clean, reliable, and perfect when you’re working with sequences that demand finesse.
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