Thermo Scientific™ N-Fmoc-S-trityl-L-cysteine, 95%, HPLC
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Specifications:
Application | Protein Biology | ||
Storage Temperature | 2-8°C | ||
Product Type | Biochemical Reagent | Forms | Powder |
Product Brand | Thermo Fisher Scientific™ | ||
Product Grade | HPLC Grade | Formula | C₃₇H₃₁NO₄S |
Thermo Scientific™ N-Fmoc-S-Trityl-L-Cysteine (95%) is a high-purity, protected cysteine derivative widely used in solid-phase peptide synthesis (SPPS), proteomics research, and protein engineering. This Fmoc-protected amino acid features a trityl (Trt) protecting group on the thiol (-SH) side chain of cysteine, which prevents premature oxidation and enables selective deprotection during peptide assembly.
Cysteine is a versatile amino acid involved in protein structure and enzymatic activity, primarily due to its role in disulfide bond formation, a crucial aspect of protein folding and stability. N-Fmoc-S-Trityl-L-Cysteine is frequently used in peptide synthesis to introduce protected cysteine residues while maintaining structural integrity during chain elongation.
This compound is particularly useful in biochemical research, where it can be applied in proteomics, disulfide mapping, and enzyme activity studies. Additionally, it is beneficial for modifying protein function and designing novel cysteine analogs for specialized biomedical applications.
This product was originally part of the Alfa Aesar portfolio and is now integrated into Thermo Scientific Chemicals, ensuring high-quality production and consistency.
Key Features & Benefits
✔ Fmoc & Trityl Protection for Selective Deprotection – The N-Fmoc group protects the α-amino group, while the S-Trityl group safeguards the thiol (-SH) functionality, preventing unwanted oxidation.
✔ High Purity (≥95%) – Ensures consistent results in peptide synthesis and proteomics research.
✔ Essential for Solid-Phase Peptide Synthesis (SPPS) – Provides selective, stepwise peptide elongation while preventing cysteine oxidation.
✔ Versatile Applications – Used in proteomics, protein engineering, drug discovery, and bioconjugation.
✔ Stable & Well-Characterized – Melting point range (174.0-182.0°C), optical rotation (+15° to +19° in THF), and HPLC assay (≥94.0%) validate its structural integrity.
Chemical Properties & Identifiers
Property | Value |
---|---|
CAS Number | 103213-32-7 |
IUPAC Name | (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(tritylsulfanyl)propanoic acid |
Molecular Formula | C₃₀H₂₇NO₄S |
Molecular Weight | 497.61 g/mol |
Optical Rotation | +15° to +19° (c = 1 in THF) |
Melting Point (Clear Melt) | 174.0 - 182.0°C |
Appearance | White to Pale Cream Powder |
Assay (HPLC) | ≥94.0% |
Assay (Aqueous Acid-Base Titration) | ≥94.0% to ≤106.0% |
Solubility | Insoluble in water; Soluble in most organic solvents |
Applications
🔹 Peptide Synthesis & Proteomics Research – Used in Fmoc-based SPPS to introduce cysteine residues selectively.
🔹 Protein Engineering & Modification – Enables site-specific incorporation of cysteine into synthetic proteins.
🔹 Biochemical & Structural Studies – Facilitates disulfide bond formation and analysis in protein research.
🔹 Pharmaceutical Research & Drug Discovery – Plays a role in cysteine-modified peptide therapeutics.
🔹 Enzymatic & Metabolic Studies – Used for cysteine-dependent enzyme activity and inhibition assays.
🔹 Biomedical & Bioorganic Chemistry – Utilized in custom biomolecule synthesis and functionalization.
Storage & Handling
📦 Storage Conditions:
- Store in a cool, dry place in a tightly sealed container.
- Ensure adequate ventilation to maintain compound stability.
- Keep away from oxidizing agents to prevent degradation.
⚠ Handling Precautions:
- Use in a well-ventilated environment.
- Wear protective gear – gloves, lab coat, and safety goggles.
- Avoid exposure to moisture and extreme temperatures.
General References & Research Citations
1️⃣ Laiping Xie et al. – Cellular Effects of Small Molecule PTP1B Inhibitors on Insulin Signaling. Biochemistry, 2003, 42(44), 12792-12804.
2️⃣ Shu-Li You et al. – Total Synthesis of Didmolamides A and B. Tetrahedron Letters, 2005, 46(15), 2567-2570.
Regulatory & Safety Information
⚠ For Research Use Only (RUO) – Not intended for diagnostic or therapeutic applications.
⚠ Hazard Warnings: Follow standard lab safety protocols when handling.
Ordering Information
Catalog Number | Quantity |
---|---|
H27363.06 | 5 g |
H27363.14 | 25 g |
📦 Shipping Conditions: Ambient (Dry Ice or Ice Pack for International Orders)
Thermo Scientific™ N-Fmoc-S-Trityl-L-Cysteine (95%) is a high-purity, selectively protected amino acid essential for peptide synthesis, proteomics, and biochemical research. With precise thiol protection, high stability, and optimized performance in solid-phase peptide synthesis (SPPS), this compound is an indispensable reagent for protein chemistry and biomedical applications.
- Pack Size: 5g 25g