Sigma-Aldrich™ Fmoc-Trp(Boc)-OH ≥97.0% (HPLC), for peptide synthesis
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Specifications:
| Application | Protein Biology, Peptide Synthesis | ||
| Storage Temperature | 2-8°C | ||
| Product Type | Amino Acid & Biochemicals | Forms | Powder |
| Product Brand | Sigma-Aldrich | ||
| Product Grade | HPLC Grade | Formula | C₃₁H₃₀N₂O₆ |
Fmoc-Trp(Boc)-OH is a high-purity, selectively protected tryptophan derivative used in Fmoc-based solid-phase peptide synthesis (SPPS). It features an Fmoc-protected α-amino group and Boc protection on the indole nitrogen of tryptophan, enabling controlled peptide elongation while helping to reduce unwanted side reactions involving the indole side chain.
This reagent is widely used in custom peptide synthesis, pharmaceutical research, proteomics, drug discovery, enzyme-substrate studies, structural biology, protein engineering, and bioorganic chemistry. Tryptophan-containing peptides are particularly valuable in studies involving protein folding, hydrophobic interactions, fluorescence, and peptide–receptor interactions.
Key Features
| Feature | Details |
|---|---|
| High Purity | ≥97.0% by HPLC for reliable peptide synthesis |
| Fmoc Protection | Protects the α-amino group for controlled Fmoc-SPPS workflows |
| Boc Side-Chain Protection | Protects the tryptophan indole nitrogen during peptide synthesis |
| Reduced Side Reactions | Helps minimize unwanted oxidation or modification of the indole ring |
| SPPS Compatible | Suitable for incorporation of tryptophan into synthetic peptides |
| Research Applications | Ideal for peptide chemistry, drug discovery, protein engineering, and structural biology |
Chemical Properties & Identifiers
| Property | Value |
|---|---|
| Product Name | Fmoc-Trp(Boc)-OH, ≥97.0% HPLC |
| CAS Number | 143824-78-6 |
| Empirical Formula | C₃₁H₃₀N₂O₆ |
| Molecular Weight | 526.58 g/mol |
| Beilstein Registry Number | 7698009 |
| MDL Number | MFCD00153366 |
| PubChem Substance ID | 57651011 |
| Optical Activity | [α]²⁰/D -21 ± 2°; c = 1% in DMF |
| Form | Solid |
| Assay | ≥97.0% by HPLC |
| Storage Temperature | 2–8 °C |
| Functional Groups | Fmoc, amine, Boc, carboxylic acid |
Applications
Fmoc-Trp(Boc)-OH is suitable for:
- Fmoc-based solid-phase peptide synthesis
- Incorporation of tryptophan residues into synthetic peptides
- Custom peptide synthesis and peptide modification
- Peptide-based pharmaceutical and drug discovery research
- Enzyme-substrate and inhibitor studies
- Protein engineering and structural biology research
- Fluorescence-related peptide and protein studies
- Bioorganic chemistry and peptidomimetic synthesis
- Synthesis of tryptophan-containing therapeutic peptide analogs
Ordering Information
| Catalog Number | Quantity |
|---|---|
| 47561-5G-F | 5 g |
| 47561-25G-F | 25 g |
| 47561-100G-F | 100 g |
| 47561-1KG-F | 1 kg |
Storage & Handling
Store at 2–8 °C in a dry, tightly sealed container. Protect from moisture, oxidation, and extreme temperatures. Handle in a suitable laboratory environment using appropriate personal protective equipment, including gloves, lab coat, and safety goggles.
Research Use Statement
For Research Use Only (RUO). Not intended for diagnostic or therapeutic use.
- Pack Size: 1kg 100g 5g 25g
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