Specifications:
Application | Protein Biology, Peptide Synthesis | ||
Storage Temperature | 2-8°C | ||
Product Type | Amino Acid & Biochemicals | Forms | Powder |
Product Brand | Sigma-Aldrich | ||
Product Grade | HPLC Grade | Formula | C₂₀H₂₁NO₄ |
Fmoc-Val-OH (Fmoc-L-Valine) is a high-purity, N-terminal protected amino acid widely used in solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical studies. This reagent features:
- Fmoc (9-fluorenylmethyloxycarbonyl) protection at the N-terminal amine, allowing selective deprotection for stepwise peptide elongation.
- Valine, a branched-chain amino acid, is essential in protein structure due to its hydrophobic properties and ability to influence secondary structure formation.
- High purity (≥98.0% HPLC) ensures consistent peptide coupling reactions with minimal byproducts.
This compound is extensively used in custom peptide synthesis, enzyme-substrate studies, and bioconjugation applications.
Key Features & Benefits
✔ High Purity (≥98.0%) – Ensures reliable and reproducible peptide synthesis.
✔ Fmoc Protection for SPPS – Facilitates controlled deprotection and efficient peptide elongation.
✔ Essential for Peptide & Protein Engineering – Valine plays a structural role in protein folding and interactions.
✔ Well-Characterized & Stable – Characterized by HPLC, optical rotation, and melting point analysis.
✔ Versatile Applications – Used in pharmaceutical research, bioengineering, and custom peptide design.
Chemical Properties & Identifiers
Property | Value |
---|---|
Product Name | Fmoc-Val-OH, ≥98.0% (HPLC) |
CAS Number | 68858-20-8 |
Empirical Formula | C₂₀H₂₁NO₄ |
Molecular Weight | 339.39 g/mol |
Beilstein Registry Number | 2177443 |
EC Number | 272-515-0 |
MDL Number | MFCD00037124 |
PubChem Substance ID | 57651055 |
Optical Activity | [α]²⁰/D -17 ± 1° (c = 1% in DMF) |
Form | Solid |
Melting Point | 143-147°C |
Assay (HPLC) | ≥98.0% |
Storage Temperature | 2-8°C |
Functional Groups | Fmoc, amine, carboxylic acid |
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 influences protein folding and hydrophobic interactions.
🔹 Custom Peptide & Bioconjugation Studies – Enables targeted functionalization of synthetic peptides.
✔ Reported Applications Include:
1️⃣ Synthesis of Difficult Sequence-Containing Pentapeptides – Utilized in O-acyl isodipeptide units for peptide coupling. (Ref. [1])
2️⃣ Backbone Amide Linker (BAL) Strategy – Applied in Fmoc solid-phase peptide synthesis for improved yield and efficiency. (Ref. [2])
Storage & Handling
📦 Storage Conditions:
- Store at 2-8°C in a dry, tightly sealed container.
- Avoid exposure to moisture and light 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 O-Acyl Isodipeptide Unit Strategy for Pentapeptide Synthesis – Org. Biomol. Chem., 2018, 16(12), 2135-2140.
2️⃣ Fmoc Peptide Synthesis via Backbone Amide Linker (BAL) Strategy – J. Pept. Sci., 2020, 26(6), e3217.
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 | Availability | Price |
---|---|---|---|
47638-50G-F | 50 g | Ships 24 Feb 2025 | £55.30 |
47638-250G-F | 250 g | In Stock | £224.00 |
📦 Shipping Conditions: Ambient
Sigma-Aldrich™ Fmoc-Val-OH (≥98.0%) 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: 250g 50g