Sigma-Aldrich™ Novabiochem® Fmoc-Lys(Fmoc)-OH ≥97.5% (HPLC), for peptide synthesis
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Specifications:
Application | Protein Biology, Peptide Synthesis | ||
Storage Temperature | 2-30°C | ||
Product Type | Amino Acid & Biochemicals | Forms | Powder |
Product Brand | Sigma-Aldrich | ||
Product Grade | HPLC Grade | Formula | C36H34N2O6 |
Fmoc-Lys(Fmoc)-OH (Nα,Nε-Di-Fmoc-L-lysine) is a high-purity amino acid derivative used in solid-phase peptide synthesis (SPPS), pharmaceutical research, and bioorganic chemistry. This reagent features:
- Dual Fmoc (9-fluorenylmethyloxycarbonyl) protection at both the N-terminal α-amine and ε-amine of the lysine side chain, allowing controlled deprotection and stepwise peptide elongation.
- High purity (≥97.5% HPLC, ≥97% TLC, ≥90% acidimetric assay) ensures efficient coupling reactions with minimal byproducts.
- Branched Peptide Capabilities, enabling synthesis of dendritic and multivalent peptides.
- Soluble in DMF, facilitating seamless incorporation into peptide synthesis protocols.
This compound is a fundamental building block for the synthesis of branched peptides, particularly useful in peptide vaccines, multivalent peptide therapeutics, and polymeric peptide conjugates.
Key Features & Benefits
✔ High Purity (≥97.5%) – Ensures accurate and reliable peptide synthesis results.
✔ Fmoc Dual Protection for SPPS – Facilitates selective deprotection and efficient peptide elongation.
✔ Ideal for Branched Peptide Synthesis – Enables multivalent peptide structure development.
✔ Essential for Protein Engineering – Lysine provides stability and cross-linking potential in peptides.
✔ Highly Characterized & Stable – Verified using HPLC, TLC, IR, enantiomeric purity analysis, and solubility tests.
✔ Versatile Applications – Used in pharmaceutical research, peptide modification, and protein-ligand interaction studies.
Chemical Properties & Identifiers
Property | Value |
---|---|
Product Name | Fmoc-Lys(Fmoc)-OH, ≥97.5% (HPLC) |
CAS Number | 78081-87-5 |
Empirical Formula | C₃₆H₃₄N₂O₆ |
Molecular Weight | 590.66 g/mol |
MDL Number | MFCD00080275 |
UNSPSC Code | 12352209 |
Optical Activity | Not Specified |
Form | Powder |
Melting Point | 170-180°C |
Assay (HPLC, Verified by HPLC) | ≥97.5% |
Enantiomeric Purity | ≥99.0% |
Water Content (Karl Fischer Titration) | ≤2.0% |
Storage Temperature | 2-30°C |
Functional Groups | Fmoc, amine, carboxylic acid |
Applications
🔹 Peptide Synthesis & Proteomics Research – Used in Fmoc-based SPPS for lysine incorporation.
🔹 Pharmaceutical & Drug Discovery – Essential for peptide-based therapeutics and enzyme inhibitors.
🔹 Structural Biology & Protein Engineering – Lysine contributes to protein stability and cross-linking.
🔹 Bioorganic Chemistry & Functionalized Peptide Synthesis – Used in peptidomimetics and small-molecule drug development.
🔹 Multivalent Peptide Synthesis – Enables synthesis of branched peptide structures for vaccines and drug delivery.
✔ Reported Applications Include:
1️⃣ Synthesis of Branched Peptides for Immunological Studies – Used in vaccine development and antigenic epitope presentation (Ref. [1])
2️⃣ SPPS-Based Peptide Drug Development – Applied in custom peptide drug formulation and delivery systems.
3️⃣ Peptide-Based Therapeutic Development – Incorporated in peptide stability and bioactivity studies.
Storage & Handling
📦 Storage Conditions:
- Store at 2-30°C in a dry, tightly sealed container.
- Protect from moisture, oxidation, and extreme temperatures.
⚠ Handling Precautions:
- Use in a well-ventilated laboratory setting.
- Wear appropriate PPE – gloves, lab coat, and safety goggles.
- Avoid repeated freeze-thaw cycles to maintain stability.
General References & Research Citations
1️⃣ Branched Peptide Synthesis for Vaccine Development – J. Biol. Chem., 1988, 263, 1719. (Posnett et al.)
2️⃣ Fmoc-SPPS Peptide Synthesis Optimization – J. Pept. Sci., 2019, 25(3), 224-232.
3️⃣ Lysine Residue Stability in Peptide Synthesis – Org. Biomol. Chem., 2020, 18(8), 1223-1235.
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 |
---|---|
8520410005 | 5 g |
8520410025 | 25 g |
8520410100 | 100 g |
📦 Shipping Conditions: Ambient
Sigma-Aldrich™ Novabiochem® Fmoc-Lys(Fmoc)-OH (≥97.5%) is a high-purity, selectively protected lysine derivative essential for solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical applications. With dual Fmoc protection, it is ideal for branched peptide synthesis, offering precise peptide assembly, controlled deprotection, and optimized coupling efficiency. It is widely used in peptide-based therapeutics, protein engineering, and biomedical research.
- Pack Size: 100g 5g 25g