Fmoc-DL-Isoser-OH is a critical Fmoc-protected amino acid derivative widely utilized in solid-phase peptide synthesis (SPPS) and pharmaceutical intermediate manufacturing. As a protected form of isoserine, it features a free hydroxyl group and a carboxylic acid group, enabling selective peptide bond formation at the carboxyl terminus while masking the amine with the Fmoc group—ideal for constructing peptides containing hydroxyamino acid residues. It serves as a key building block for synthesizing cyclic peptides, glycopeptides, and enzyme inhibitors targeting serine hydrolases. In drug discovery, it is used to develop anticancer peptides, antimicrobial agents, and neuroprotective compounds, leveraging its ability to introduce hydrophilic hydroxyl groups into peptide chains to enhance solubility and biological activity. Additionally, it acts as a precursor for chiral amino alcohol derivatives and heterocyclic compounds. Its high purity and compatibility with standard SPPS protocols make it a staple in academic research and industrial peptide manufacturing.
This compound is classified as a mild irritant (GHS07) with hazard statements H315 (causes skin irritation), H319 (causes serious eye irritation), and H335 (may cause respiratory irritation). Inhalation of dust may irritate the respiratory tract, causing coughing or shortness of breath. Skin contact may lead to redness, itching, or mild dermatitis; eye contact can result in tearing, conjunctivitis, or corneal irritation. Oral ingestion may cause nausea or abdominal discomfort. Handle in a fume hood with chemical-resistant gloves, safety goggles, and a dust mask. Avoid contact with strong acids, bases, and oxidizing agents to prevent decomposition. Store sealed in a cool, dry, dark place at 2–8 °C, away from heat sources. In case of leakage, collect solid with inert absorbents (sand, earth) and dispose of as hazardous waste. Rinse skin with soap and water for 15 minutes; flush eyes with water for 15 minutes and seek medical attention if irritation persists.