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Sigma-Aldrich™ Fmoc-Cys(Trt)-OH, ≥99.0% (HPLC)
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Specifications:
| Application | Protein Biology, Peptide Synthesis | ||
| Storage Temperature | -15°C to -25°C | ||
| Product Type | Amino Acid & Biochemicals | Forms | Powder |
| Product Brand | Sigma-Aldrich | ||
| Product Grade | HPLC Grade | ||
Fmoc-Cys(Trt)-OH, also known as Fmoc-protected cysteine with trityl side-chain protection, is a high-purity protected amino acid derivative used in Fmoc-based solid-phase peptide synthesis (SPPS). It features an Fmoc-protected α-amino group and Trt-protected cysteine thiol group, allowing controlled peptide elongation while helping to prevent premature thiol oxidation and unwanted side reactions.
This reagent is especially valuable for the synthesis of cysteine-containing peptides, including peptides requiring disulfide bond formation, cyclic peptide synthesis, bioconjugation, native chemical ligation, and protein engineering applications.
Key Features
| Feature | Details |
|---|---|
| High Purity | ≥99.0% by HPLC for reliable peptide synthesis |
| Fmoc Protection | Protects the α-amino group for controlled Fmoc-SPPS workflows |
| Trt Side-Chain Protection | Protects the cysteine thiol group during peptide elongation |
| High Enantiomeric Purity | ≥99.5% for consistent stereochemical performance |
| Thiol Protection | Helps minimize oxidation and unwanted cysteine side reactions |
| SPPS Compatible | Suitable for cysteine incorporation in linear and cyclic peptides |
| Versatile Research Use | Ideal for peptide synthesis, protein engineering, NCL, and bioconjugation |
Chemical Properties & Identifiers
| Property | Value |
|---|---|
| Product Name | Fmoc-Cys(Trt)-OH, ≥99.0% HPLC |
| CAS Number | 103213-32-7 |
| Empirical Formula | C₃₇H₃₁NO₄S |
| Molecular Weight | 585.71 g/mol |
| MDL Number | MFCD00038538 |
| UNSPSC Code | 12352209 |
| Form | Powder |
| Melting Point | 164–175 °C |
| Assay | ≥99.0% by HPLC |
| Enantiomeric Purity | ≥99.5% |
| Storage Temperature | -20 °C; recommended range -15 °C to -25 °C |
| Solubility | Clearly soluble in DMF; insoluble in water |
| Functional Groups | Fmoc, thiol-protected cysteine, carboxylic acid |
Applications
Fmoc-Cys(Trt)-OH is suitable for:
- Fmoc-based solid-phase peptide synthesis
- Incorporation of cysteine residues into synthetic peptides
- Cysteine-containing peptide synthesis
- Cyclic peptide synthesis
- Disulfide bond-containing peptide preparation
- Native chemical ligation and semi-synthetic protein workflows
- Protein engineering and structural biology research
- Peptide-based pharmaceutical and drug discovery research
- Bioconjugation and thiol-functionalized peptide chemistry
- Proteomics and bioorganic chemistry applications
Coupling Compatibility
Fmoc-Cys(Trt)-OH can be used with multiple peptide coupling strategies, including DIPCDI/HOBt, symmetrical anhydride methods, and uronium or phosphonium-based coupling reagents such as HBTU or PyBOP®. Suitable bases such as collidine may be used in sensitive protocols to help reduce enantiomerization risk.
Ordering Information
| Catalog Number | Quantity |
|---|---|
| 8520080025 | 25 g |
| 8520080100 | 100 g |
| 8520080250 | 250 g |
| 8520080500 | 500 g |
| 8520081000 | 1 kg |
| 8520082000 | 2 kg |
| 8520085000 | 5 kg |
Storage & Handling
Store at -20 °C, preferably between -15 °C and -25 °C, in a dry, tightly sealed container. Protect from moisture, oxidation, and light exposure. 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: 250g 1kg 100g 500g 5kg 2kg 25g