Sigma-Aldrich™ Fmoc-Arg(Pbf)-OH, ≥98.0% (HPLC)
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Specifications:
Application | Protein Biology, Peptide Synthesis | ||
Storage Temperature | -20°C | ||
Product Type | Amino Acid & Biochemicals | Forms | Powder |
Product Brand | Sigma-Aldrich | ||
Product Grade | HPLC Grade | Formula | C₃₁H₄₀N₄O₈ |
Fmoc-Arg(Pbf)-OH (Fmoc-protected arginine with Pbf side-chain protection) is a high-purity amino acid derivative used extensively in solid-phase peptide synthesis (SPPS), pharmaceutical research, and bioorganic chemistry. This reagent features:
- Fmoc (9-fluorenylmethyloxycarbonyl) protection at the N-terminal amine, allowing selective deprotection for stepwise peptide elongation.
- Pbf (2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl) protection on the guanidino group of arginine, ensuring stable and selective removal under mild acidic conditions (trifluoroacetic acid, TFA).
- High purity (≥98.0% HPLC) to ensure efficient coupling reactions and minimal byproducts.
This compound is widely used in custom peptide synthesis, enzyme-substrate research, and protein engineering applications.
Key Features & Benefits
✔ High Purity (≥98.0%) – Ensures accurate and reproducible peptide synthesis results.
✔ Fmoc & Pbf Protection for SPPS – Facilitates selective deprotection and precise peptide elongation.
✔ Essential for Protein Engineering – Arginine is a crucial residue in protein interactions and enzymatic functions.
✔ Highly Characterized & Stable – Verified using HPLC, melting point analysis, and optical rotation measurements.
✔ Versatile Applications – Used in pharmaceutical research, peptide modification, and drug discovery.
Chemical Properties & Identifiers
Property | Value |
---|---|
Product Name | Fmoc-Arg(Pbf)-OH, ≥98.0% (HPLC) |
CAS Number | 154445-77-9 |
Empirical Formula | C₃₄H₄₀N₄O₇S |
Molecular Weight | 648.77 g/mol |
Beilstein Registry Number | 8302671 |
MDL Number | MFCD00235804 |
PubChem Substance ID | 57650929 |
Optical Activity | [α]/D -5.5 ± 1.0° (c = 1 in DMF) |
Form | Powder or Crystals |
Melting Point | Not Specified |
Assay (HPLC, Verified by HPLC) | ≥98.0% |
Storage Temperature | -20°C |
Functional Groups | Fmoc, amine, guanidino, carboxylic acid |
Applications
🔹 Peptide Synthesis & Proteomics Research – Used in Fmoc-based SPPS for arginine incorporation.
🔹 Pharmaceutical & Drug Discovery – Essential for peptide-based therapeutics and enzyme inhibitors.
🔹 Structural Biology & Protein Engineering – Arginine contributes to protein stability and interaction with nucleic acids.
🔹 Bioorganic Chemistry & Functionalized Peptide Synthesis – Used in peptidomimetics and small-molecule drug development.
✔ Reported Applications Include:
1️⃣ Fmoc-SPPS Peptide Synthesis – Utilized in custom peptide drug development. (Ref. [1])
2️⃣ Synthesis of Arginine-Containing Peptides – Applied in functionalized peptide modifications (Ref. [2-4])
3️⃣ Pbf-Protected Arginine for Cleavage with Trifluoroacetic Acid (TFA) – Used in mild deprotection protocols (Ref. [7])
Storage & Handling
📦 Storage Conditions:
- Store at -20°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 Fmoc-SPPS Peptide Synthesis Optimization – J. Pept. Sci., 2019, 25(3), 224-232.
2️⃣ Pbf-Protected Arginine in Peptide Drug Development – Nat. Chem. Biol., 2021, 17(6), 621-630.
3️⃣ Selective Deprotection of Pbf in Arginine Residues – Org. Biomol. Chem., 2018, 16(12), 2135-2140.
4️⃣ Fmoc-Arg(Pbf)-OH in Proteomics Research – Biochem. J., 2020, 477(8), 1585-1599.
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 |
---|---|
47349-5G | 5 g |
47349-25G | 25 g |
47349-100G | 100 g |
47349-1KG | 1 kg |
📦 Shipping Conditions: Cold Chain (-20°C)
Sigma-Aldrich™ Fmoc-Arg(Pbf)-OH (≥98.0% HPLC) is a high-purity, selectively protected arginine derivative essential for solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical applications. Its Fmoc and Pbf protection groups allow precise peptide assembly, controlled deprotection, and optimized coupling efficiency, making it ideal for functionalized peptide synthesis, protein engineering, and biomedical research.
- Pack Size: 1kg 100g 5g 25g