Sigma-Aldrich™ Novabiochem® Fmoc-OSu ≥99.0% (HPLC), for peptide synthesis

Fmoc-OSu (N-(9-Fluorenylmethoxycarbonyloxy)succinimide) is a high-purity reagent used in peptide synthesis and functionalization of amines. It serves as an Fmoc-protecting group transfer reagent, facilitating the introduction of Fmoc groups onto amino acids, peptides, and small molecules. This reagent is crucial in solid-phase peptide synthesis (SPPS) and medicinal chemistry, ensuring high selectivity, stability, and reproducibility.

Key Features:

• Fmoc Protection for SPPS – Introduces the Fmoc group for stepwise peptide elongation.
• High Purity (≥99.0% HPLC) – Ensures low impurity levels and prevents contamination by Fmoc-dipeptides.
• Highly Reactive Succinimidyl Ester – Enables efficient and selective N-terminal functionalization of amino acids.
• Soluble in DMF & Organic Solvents – Facilitates seamless incorporation into synthetic protocols.
• Prevents Lossen Rearrangement – Reduces impurities commonly seen in Fmoc derivatization.

This reagent is used for the preparation of Fmoc-amino acids, selective amine modification, and peptide synthesis, particularly in sequence-defined peptide design and biomaterial functionalization.

Chemical Properties & Identifiers

Applications

🔹 Peptide Synthesis & Proteomics Research – Used in Fmoc-based SPPS for amino acid derivatization.

🔹 Pharmaceutical & Drug Discovery – Essential for Fmoc-amino acid production and peptide therapeutics.

🔹 Functionalization of Amines & Biomaterials – Enables selective amine modifications for drug conjugation.

🔹 Chemical Biology & Bioengineering – Used for tailoring biomolecule structures and surface functionalization.

✔ Reported Applications Include:

1️⃣ Preparation of Pure Fmoc-Amino Acids – Reduces contamination by Fmoc-dipeptides in peptide synthesis (Paquet, 1982).

2️⃣ Selective Functionalization of Amines – Applied in catechol-driven adhesion and synthetic biointerfaces (Fischer et al., 2020).

3️⃣ Fmoc-OASUD Alternative Development – Used to compare impurity levels in peptide synthesis (Rao et al., 2016).

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 exposure to strong acids, bases, and nucleophiles to prevent degradation.

General References & Research Citations

1️⃣ Preparation of Pure Fmoc-Amino Acids for Peptide Synthesis – Can. J. Chem., 1982, 60, 976. (Paquet, A.)

2️⃣ Sequence-Defined Positioning of Amine and Amide Residues in Functionalized Biomaterials – Nat. Chem. Biol., 2020, 16, 1203-1211. (Fischer et al.)

3️⃣ Development of Fmoc-OASUD as a New Peptide Synthesis Reagent – Org. Biomol. Chem., 2016, 14(21), 4953-4960. (Rao et al.)

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

📦 Shipping Conditions: Ambient

Sigma-Aldrich™ Novabiochem® Fmoc-OSu (≥99.0%) is a high-purity, selectively reactive reagent essential for Fmoc-based peptide synthesis, pharmaceutical research, and bioorganic chemistry. This reagent ensures efficient Fmoc transfer to amino acids and biomolecules, making it an indispensable tool in peptide synthesis, surface chemistry, and biomaterial functionalization.