Sigma-Aldrich™ Fmoc-Ile-OH, ≥98.0% (T)

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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

PropertyValue
Product NameFmoc-Ile-OH, ≥98.0% (T)
CAS Number71989-23-6
Empirical FormulaC₂₁H₂₃NO₄
Molecular Weight353.41 g/mol
Beilstein Registry Number4716717
EC Number276-255-9
MDL NumberMFCD00037125
PubChem Substance ID57651048
Optical Activity[α]²⁰/D -12 ± 1° (c = 1% in DMF)
FormSolid
Melting Point145-147°C
Assay (Titration, Verified by HPLC)≥98.0%
Storage Temperature2-8°C
Functional GroupsFmoc, 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 OptimizationJ. Pept. Sci., 2019, 25(3), 224-232.

2️⃣ Isoleucine in Enzyme Function & Protein StabilityBiochem. J., 2020, 477(8), 1585-1599.

3️⃣ Fmoc-Based Peptide Drug DevelopmentNat. 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 NumberQuantity
47628-50G-F50 g
47628-250G-F250 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
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