Thermo Scientific™ N-Fmoc-L-valine, 98%, HPLC

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Specifications:
Application Protein Biology, Peptide Synthesis
Storage Temperature 2-8°C
Product Type Amino Acid Forms Powder
Product Brand Thermo Fisher Scientific™
Product Grade HPLC Grade Formula C₂₀H₂₁NO₄

N-Fmoc-L-Valine (98%) is a high-purity, selectively protected amino acid derivative used extensively in solid-phase peptide synthesis (SPPS), pharmaceutical research, and bioorganic chemistry. This reagent features:

  • Fmoc (9-fluorenylmethyloxycarbonyl) protection on the N-terminal amine, enabling controlled deprotection and stepwise peptide chain elongation.
  • L-Valine, a branched-chain amino acid (BCAA), plays a critical role in protein structure, hydrophobic interactions, and enzyme function.
  • Highly pure (≥97.5% HPLC, UK & US Sourced Material) to ensure efficient coupling reactions and minimal byproducts.

This compound is widely used in custom peptide synthesis, proteomics studies, and the development of bioactive molecules, including 4-thiazolidinones and 4-metathiazanones.

Key Features & Benefits

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

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

Essential for Protein Engineering – Valine is crucial for protein stability and secondary structure formation.

Highly Characterized & Stable – Verified using HPLC, FTIR, optical rotation, and melting point analysis.

Versatile Applications – Used in pharmaceutical research, peptide modification, and drug discovery.

Chemical Properties & Identifiers

PropertyValue
Product NameN-Fmoc-L-Valine, 98%
CAS Number73724-45-5
IUPAC Name(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylbutanoic acid
Empirical FormulaC₂₀H₂₁NO₄
Molecular Weight339.39 g/mol
InChI KeyUGNIYGNGCNXHTR-SFHVURJKSA-N
SMILESCC(C)C@HC(O)=O
FormCrystals, powder, or crystalline powder
AppearanceWhite
Optical Rotation-16.5 ± 1.0° (c = 1 in DMF)
Assay (HPLC, US Spec.)≥97.5%
Melting Point140.0 - 148.0°C
Storage TemperatureCool, dry, well-ventilated environment
SolubilitySlight turbidity in methanol

Applications

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

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

🔹 Structural Biology & Protein Engineering – Valine plays a structural role in protein folding and interactions.

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

🔹 Biosynthesis of Bioactive Molecules – Used in 4-thiazolidinone and 4-metathiazanone synthesis.

Reported Applications Include:

1️⃣ Synthesis of 4-Thiazolidinones – Applied in bioactive heterocyclic compound synthesis (e.g., (E)-5-(4-Ethylbenzylidene)-2-thioxothiazolidin-4-one).

2️⃣ Total Synthesis of Largazole, a Potent Histone Deacetylase Inhibitor – Involved in drug discovery and epigenetic research. (Bowers et al., J. Am. Chem. Soc., 2008)

3️⃣ Synthesis of Bistratamides E & J from Lissoclinum bistratum – Used in marine natural product chemistry (You et al., Chem. Eur. J., 2004).

Storage & Handling

📦 Storage Conditions:

  • Store in a cool, dry place with a tightly sealed container.
  • Keep away from oxidizing agents to maintain stability.

Handling Precautions:

  • Use in a well-ventilated laboratory setting.
  • Wear appropriate PPE – gloves, lab coat, and safety goggles.
  • Avoid repeated freeze-thaw cycles to prevent degradation.

General References & Research Citations

1️⃣ Total Synthesis and Biological Mode of Action of LargazoleJ. Am. Chem. Soc., 2008, 130(33), 11219-11222. (Bowers et al.)

2️⃣ Biomimetic Total Synthesis of Bistratamides E and J from Lissoclinum bistratumChem. Eur. J., 2004, 10(1), 71-75. (You et al.)

3️⃣ 4-Thiazolidinone Synthesis Using Fmoc-ValineOrg. Biomol. Chem., 2019, 17(22), 5685-5693.

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

Catalog NumberQuantity
B21030.1425 g
B21030.065 g

📦 Shipping Conditions: Ambient

Thermo Scientific™ N-Fmoc-L-Valine (98%) is a high-purity, selectively protected amino acid essential for solid-phase peptide synthesis (SPPS), biochemical research, and pharmaceutical applications. Its Fmoc protection and hydrophobic valine side chain enable precise peptide assembly, structural stability, and biomedical research.

  • Pack Size:   5g 25g


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