Sigma-Aldrich™ Novabiochem® Fmoc-Asn-OH, ≥97.0% (HPLC)

Fmoc-Asn-OH (Fmoc-protected L-asparagine) is a high-purity amino acid derivative widely used in solid-phase peptide synthesis (SPPS), pharmaceutical research, and bioorganic chemistry. This reagent features:

• Fmoc (9-fluorenylmethyloxycarbonyl) protection at the N-terminal amine, allowing for selective deprotection and stepwise peptide elongation.
• Unprotected carboxamide (-CONH₂) side chain, ensuring efficient peptide bond formation and maintaining asparagine’s natural reactivity in peptides.
• High purity (≥97.0% HPLC, ≥98% TLC, enantiomeric purity ≥99.5%), ensuring efficient coupling reactions and minimal byproducts.
• Soluble in DMF with DIPEA, allowing for seamless incorporation into peptide synthesis protocols.

This compound is essential for biochemical research, proteomics, and drug discovery, as asparagine-containing peptides are key in biological processes, protein folding, and enzymatic activity.

Key Features & Benefits

✔ High Purity (≥97.0%) – Ensures consistent and reliable peptide synthesis results.

✔ Fmoc Protection for SPPS – Facilitates selective deprotection and efficient peptide elongation.

✔ Compatible with Carbodiimide Coupling Methods – Avoids side reactions that occur with uronium and phosphonium-based coupling reagents.

✔ Essential for Protein Engineering – Asparagine plays a key role in hydrogen bonding, protein interactions, and glycosylation studies.

✔ 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

Applications

🔹 Peptide Synthesis & Proteomics Research – Used in Fmoc-based SPPS for asparagine incorporation.

🔹 Pharmaceutical & Drug Discovery – Essential for peptide-based therapeutics and enzyme inhibitors.

🔹 Structural Biology & Protein Engineering – Asparagine contributes to protein stability, hydrogen bonding, and glycosylation studies.

🔹 Bioorganic Chemistry & Functionalized Peptide Synthesis – Used in peptidomimetics and small-molecule drug development.

🔹 Hydrophilic Peptide Synthesis – Improves solubility and structural interactions in synthetic peptides.

✔ Reported Applications Include:

1️⃣ Solid-Phase Peptide Synthesis (SPPS) of Peptide Drugs – Applied in custom peptide drug development.

2️⃣ Asparagine-Containing Peptides for Structural Studies – Used in enzyme-substrate interactions and molecular recognition.

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 Fmoc-SPPS Peptide Synthesis Optimization – J. Pept. Sci., 2019, 25(3), 224-232.

2️⃣ Asparagine Residue Stability in Peptide Synthesis – Org. Biomol. Chem., 2020, 18(8), 1223-1235.

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

📦 Shipping Conditions: Ambient

Sigma-Aldrich™ Novabiochem® Fmoc-Asn-OH (≥97.0%) is a high-purity, selectively protected asparagine derivative essential for solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical applications. Unlike other protected forms of asparagine, it is not compatible with uronium and phosphonium coupling reagents, making it ideal for carbodiimide-based peptide synthesis. Its high purity and stability make it an optimal choice for functionalized peptide synthesis, protein engineering, and biomedical research.