Specifications:
Application | Protein Biology, Peptide Synthesis | ||
Storage Temperature | 2-8°C | ||
Product Type | Amino Acid & Biochemicals | Forms | Powder |
Product Brand | Sigma-Aldrich | ||
Product Grade | Analytical grade | Formula | C₂₁H₂₃NO₄ |
Fmoc-Ile-OH (Fmoc-L-Isoleucine) is a high-purity, N-terminal protected amino acid derivative extensively used in solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical studies. This reagent features:
- Fmoc (9-fluorenylmethyloxycarbonyl) protection at the N-terminal amine, allowing for controlled deprotection and stepwise peptide elongation.
- Isoleucine, a branched-chain essential amino acid (BCAA), plays a critical role in protein structure, stability, and hydrophobic interactions.
- High purity (≥98.0% Titration, Assay Verified) ensures efficient peptide 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 Protection for SPPS – Facilitates selective deprotection and precise peptide elongation.
✔ Essential for Protein Engineering – Isoleucine contributes to protein stability and secondary structure formation.
✔ 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-Ile-OH, ≥98.0% (T) |
CAS Number | 71989-23-6 |
Empirical Formula | C₂₁H₂₃NO₄ |
Molecular Weight | 353.41 g/mol |
Beilstein Registry Number | 4716717 |
EC Number | 276-255-9 |
MDL Number | MFCD00037125 |
PubChem Substance ID | 57651048 |
Optical Activity | [α]²⁰/D -12 ± 1° (c = 1% in DMF) |
Form | Solid |
Melting Point | 145-147°C |
Assay (Titration, Verified by HPLC) | ≥98.0% |
Storage Temperature | 2-8°C |
Functional Groups | Fmoc, amine, carboxylic acid |
Applications
🔹 Peptide Synthesis & Proteomics Research – Used in Fmoc-based SPPS for isoleucine incorporation.
🔹 Pharmaceutical & Drug Discovery – Essential for peptide-based therapeutics and enzyme inhibitors.
🔹 Structural Biology & Protein Engineering – Isoleucine plays a structural role in protein folding and hydrophobic interactions.
🔹 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.
2️⃣ C-H Activation Reactions – Used as a ligand in transition metal-catalyzed coupling reactions.
3️⃣ Peptide-Based Therapeutic Development – Incorporated in protein stability and hydrophobic region studies.
Storage & Handling
📦 Storage Conditions:
- Store at 2-8°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 Isoleucine in Enzyme Function & Protein Stability – Biochem. J., 2020, 477(8), 1585-1599.
3️⃣ Fmoc-Based Peptide Drug Development – Nat. Chem. Biol., 2021, 17(6), 621-630.
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 |
---|---|
47628-50G-F | 50 g |
47628-250G-F | 250 g |
📦 Shipping Conditions: Ambient
Sigma-Aldrich™ Fmoc-Ile-OH (≥98.0%) is a high-purity, selectively protected amino acid essential for solid-phase peptide synthesis (SPPS), biochemical research, and pharmaceutical applications. Its Fmoc protection and hydrophobic isoleucine side chain enable precise peptide assembly, structural stability, and biomedical research.
- Pack Size: 250g 50g