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
Property | Value |
---|---|
Product Name | N-Fmoc-L-Valine, 98% |
CAS Number | 73724-45-5 |
IUPAC Name | (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylbutanoic acid |
Empirical Formula | C₂₀H₂₁NO₄ |
Molecular Weight | 339.39 g/mol |
InChI Key | UGNIYGNGCNXHTR-SFHVURJKSA-N |
SMILES | CC(C)C@HC(O)=O |
Form | Crystals, powder, or crystalline powder |
Appearance | White |
Optical Rotation | -16.5 ± 1.0° (c = 1 in DMF) |
Assay (HPLC, US Spec.) | ≥97.5% |
Melting Point | 140.0 - 148.0°C |
Storage Temperature | Cool, dry, well-ventilated environment |
Solubility | Slight 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 Largazole – J. Am. Chem. Soc., 2008, 130(33), 11219-11222. (Bowers et al.)
2️⃣ Biomimetic Total Synthesis of Bistratamides E and J from Lissoclinum bistratum – Chem. Eur. J., 2004, 10(1), 71-75. (You et al.)
3️⃣ 4-Thiazolidinone Synthesis Using Fmoc-Valine – Org. 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 Number | Quantity |
---|---|
B21030.14 | 25 g |
B21030.06 | 5 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