Sigma-Aldrich™ Fmoc-Asp(OtBu)-OH, ≥98.0% (HPLC), for peptide synthesis

Fmoc-Asp(OtBu)-OH (Fmoc-protected aspartic acid with tert-butyl ester protection) is a high-purity amino acid derivative extensively 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.
• OtBu (tert-butyl) protection on the β-carboxyl group, preventing aspartimide formation and other side reactions during peptide synthesis.
• High purity (≥98.0% HPLC) ensures 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 & OtBu Protection for SPPS – Facilitates selective deprotection and precise peptide elongation.

✔ Prevents Aspartimide Formation – The tert-butyl ester prevents side reactions that can lead to low peptide yield.

✔ Essential for Protein Engineering – Aspartic acid is a critical residue in enzyme catalysis and peptide bonding.

✔ 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

Applications

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

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

🔹 Structural Biology & Protein Engineering – Aspartic acid contributes to protein stability and enzyme activity.

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

🔹 Prevention of Aspartimide Formation – Ensures higher peptide yields and fewer side reactions in SPPS.

✔ Reported Applications Include:

1️⃣ Fmoc-SPPS Peptide Synthesis – Utilized in custom peptide drug development. (Ref. [1])

2️⃣ Protection Against Aspartimide Side Reactions – Ensures high fidelity in peptide synthesis. (Ref. [1])

3️⃣ Peptide-Based Therapeutic Development – Incorporated in peptide stability and bioactivity 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 OtBu Protection Against Aspartimide Formation 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™ Fmoc-Asp(OtBu)-OH (≥98.0%) is a high-purity, selectively protected aspartic acid derivative essential for solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical applications. Its Fmoc and OtBu protection groups allow precise peptide assembly, controlled deprotection, and optimized coupling efficiency, making it ideal for functionalized peptide synthesis, protein engineering, and biomedical research.