Sigma-Aldrich™ Fmoc-Val-OH, ≥98.0% (HPLC)

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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

PropertyValue
Product NameFmoc-Val-OH, ≥98.0% (HPLC)
CAS Number68858-20-8
Empirical FormulaC₂₀H₂₁NO₄
Molecular Weight339.39 g/mol
Beilstein Registry Number2177443
EC Number272-515-0
MDL NumberMFCD00037124
PubChem Substance ID57651055
Optical Activity[α]²⁰/D -17 ± 1° (c = 1% in DMF)
FormSolid
Melting Point143-147°C
Assay (HPLC)≥98.0%
Storage Temperature2-8°C
Functional GroupsFmoc, 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 SynthesisOrg. Biomol. Chem., 2018, 16(12), 2135-2140.

2️⃣ Fmoc Peptide Synthesis via Backbone Amide Linker (BAL) StrategyJ. 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 NumberQuantityAvailabilityPrice
47638-50G-F50 gShips 24 Feb 2025£55.30
47638-250G-F250 gIn 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
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