Fmoc-Val-OH

Fmoc-Val-OH is a protected amino acid building block essential for solid‑phase peptide synthesis (SPPS), enabling the controlled, stepwise assembly of peptides for research applications in biochemistry, pharmacology, and drug discovery. The Fmoc group on Fmoc-Val-OH is selectively cleaved under basic conditions (typically 20% piperidine in DMF), providing orthogonal protection relative to acid‑labile side‑chain protecting groups and making Fmoc-Val-OH compatible with standard Fmoc/tBu synthesis workflows. Fmoc-Val-OH serves as the starting material for the synthesis of pentapeptides containing difficult sequences via O‑acyl isodipeptide units and is also employed in the synthesis of polypeptides through the Fmoc solid‑phase method following the backbone amide linker (BAL) strategy. The hydrophobic side chain of valine contributes to the formation and stability of β‑sheet secondary structures, making Fmoc-Val-OH particularly valuable for synthesizing amyloidogenic peptides, antimicrobial peptides, and other β‑sheet‑rich sequences. Additionally, Fmoc-Val-OH has been studied for its self‑assembling properties under varying concentration and temperature conditions.

Product Parameters

Synthetic Route

In a 500 mL reaction flask, add chiral amino acid S-3a (4.5 g, 38.8 mmol), dioxane (40 mL), and 10% sodium carbonate solution (100 mL). Place the flask in an ice bath and stir mechanically. Add chloroformic acid-9-fluoromethyl ester (10.0 g, 38.8 mmol) and dioxane (100 mL) to a dropping funnel, then slowly add the mixture to the reaction flask. Gradually bring the temperature to room temperature and stir overnight. Upon completion of the reaction, add 100 mL water and extract three times with 50 mL of ethyl ether. Transfer the aqueous phase to an ice bath for cooling, then add 1 M dilute HCl until pH reaches 1. The aqueous solution is further extracted three times with 50 mL of ethyl acetate. Combine the oil phases, dry them with magnesium sulfate, filter, and centrifuge to obtain intermediate S-4a, i.e., Fmoc-L-valine (12.6 g, 96%), as a white solid.

Storage Conditions

Store Fmoc-Val-OH in a tightly sealed container under inert atmosphere (nitrogen or argon) at –20 °C for long‑term storage (3 years shelf life) or at 2–8 °C for short‑term storage (up to 12 months). The compound may also be stored at room temperature in a cool, dark place (<15 °C) for short‑term use. Keep the container dry, protected from light, and stored in a clean, well‑ventilated area away from strong oxidizing agents, strong bases (especially piperidine), and sources of ignition. The compound is not highly hygroscopic but should be protected from moisture to prevent any potential hydrolysis of the Fmoc carbamate group.

Shelf life: 3 years when stored as a powder at –20 °C in a sealed container under inert atmosphere; 2 years when stored as a powder at 4 °C. Stock solutions in DMF or DMSO should be stored at –80 °C for up to 6 months, or at –20 °C for up to 1 month, in tightly sealed vials to avoid solvent evaporation and degradation. Avoid repeated freeze‑thaw cycles; it is recommended to aliquot stock solutions upon preparation and thaw only the volume needed for each experiment.

Handling precautions: Use in a fume hood to avoid inhalation of fine powder. Wear chemical‑resistant gloves (tested against EN 374 or equivalent), safety goggles, and a lab coat. Avoid generating dust or aerosols. Do not eat, drink, or smoke in work areas. After handling, wash hands thoroughly. Contaminated clothing should be removed and washed before reuse. Refer to the Safety Data Sheet (SDS) for complete safety information.

Incompatible materials: Strong oxidizing agents, strong bases (especially piperidine when deprotection is not intended), and moisture‑sensitive conditions that may hydrolyze the carbamate protecting group.

Quality Assurance at Cosperpharm

 Gas chromatography (GC) – purity ≥97.0%

 Non‑aqueous titration – purity ≥97.0%

 Refractive index – confirmatory analysis

 ¹H NMR – structural verification

 Appearance – colorless to light yellow to light orange clear liquid

A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.

Contact Us

Ready to secure high‑quality Fmoc-Val-OH for your peptide synthesis project, impurity reference standard needs, or commercial manufacturing campaign? Cosperpharm is here to help—reach out to us with your quantity requirements, quality grade preference, and desired delivery timeline, and we will provide a detailed quotation and lead time confirmation.