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

Fmoc-Ser(tBu)-OH (Fmoc-protected serine tert-butyl ester) is a high-purity amino acid derivative used extensively in solid-phase peptide synthesis (SPPS). This compound features:

• Fmoc (9-fluorenylmethyloxycarbonyl) protection at the N-terminal for selective deprotection.
• tBu (tert-butyl) protection on the hydroxyl (-OH) side chain of serine, preventing unwanted side reactions during peptide elongation.

The combination of Fmoc and tert-butyl protection ensures high efficiency, selectivity, and stability during peptide assembly. This reagent is widely used in protein engineering, drug discovery, and bioconjugation chemistry.

Key Features & Benefits

✔ High Purity (≥98.0%) – Ensures accurate and reproducible peptide synthesis results.

✔ Fmoc & tBu Protection – Provides selective deprotection for controlled peptide assembly.

✔ Ideal for Solid-Phase Peptide Synthesis (SPPS) – Facilitates efficient elongation of peptide chains.

✔ Stable & Versatile – Used in linear and cyclic peptide synthesis, including pharmaceutical and bioconjugation research.

✔ Proven Performance – Used in complex peptide synthesis, such as daptomycin, MUC1, and ubiquitin.

Chemical Properties & Identifiers

Applications

🔹 Solid-Phase Peptide Synthesis (SPPS) – Used in Fmoc-based peptide elongation for precision synthesis.

🔹 Pharmaceutical & Drug Discovery – Facilitates the synthesis of cyclic and linear peptide drugs.

🔹 Protein Engineering & Proteomics Research – Key reagent for enzymatic and metabolic studies.

🔹 Synthetic Biology & Bioorganic Chemistry – Utilized in bioconjugation and bioactive molecule design.

✔ Reported Applications Include:

1️⃣ Daptomycin Total Synthesis – Used in the cyclization process via chemoselective serine ligation.

2️⃣ MUC1 Synthesis – A T-cell helper peptide, synthesized using pentafluorophenyl ester-mediated fragment condensations.

3️⃣ Linear Solid-Phase Peptide Synthesis of Ubiquitin & Diubiquitin – Essential for protein structure and functional studies.

Storage & Handling

📦 Storage Conditions:

• Store at 2-8°C in a dry, tightly sealed container.
• Keep away from oxidizing agents and moisture to maintain stability.

⚠ Handling Precautions:

• Use in a well-ventilated area.
• Wear PPE – gloves, lab coat, and safety goggles.
• Avoid exposure to moisture and direct sunlight.

General References & Research Citations

1️⃣ Daptomycin Total Synthesis – Cyclization via chemoselective serine ligation. Tetrahedron Lett., 2005, 46(15), 2567-2570.

2️⃣ MUC1 T-cell Peptide Synthesis – Fragment condensation with pentafluorophenyl esters. J. Pept. Sci., 2004, 10(5), 210-218.

3️⃣ Ubiquitin & Diubiquitin Synthesis – Linear solid-phase peptide synthesis. ChemBioChem, 2007, 8(9), 1037-1044.

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-Ser(tBu)-OH (≥98.0%) is a high-purity, selectively protected amino acid essential for solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical studies. Its Fmoc and tBu protection ensure precise deprotection steps, making it ideal for controlled peptide assembly, protein engineering, and biomedical applications.