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Sigma-Aldrich™ Novabiochem® Fmoc-Asn-OH, ≥97.0% (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 | C₃₈H₃₂N₂O₅ |
Fmoc-Asn-OH, also known as Fmoc-protected L-asparagine, is a high-purity, N-protected amino acid derivative used in Fmoc-based solid-phase peptide synthesis (SPPS). It features an Fmoc-protected α-amino group and an unprotected carboxamide side chain, allowing controlled peptide elongation while preserving the natural asparagine functionality within synthetic peptides.
Asparagine is a polar amino acid that plays an important role in hydrogen bonding, protein folding, molecular recognition, glycosylation-related studies, and peptide–protein interactions. Fmoc-Asn-OH is therefore a valuable building block for custom peptide synthesis, pharmaceutical research, proteomics, bioorganic chemistry, structural biology, and drug discovery applications.
Key Features
| Feature | Details |
|---|---|
| High Purity | ≥97.0% by HPLC for reliable peptide synthesis |
| Fmoc Protection | Protects the α-amino group for controlled Fmoc-SPPS workflows |
| Asparagine Building Block | Enables incorporation of asparagine residues into synthetic peptides |
| Polar Side Chain | Supports hydrogen bonding and peptide–protein interaction studies |
| High Enantiomeric Purity | ≥99.5% for consistent stereochemical performance |
| SPPS Compatible | Suitable for peptide synthesis using appropriate coupling strategies |
| Research Applications | Ideal for proteomics, drug discovery, protein engineering, and bioorganic chemistry |
Chemical Properties & Identifiers
| Property | Value |
|---|---|
| Product Name | Fmoc-Asn-OH, ≥97.0% HPLC |
| Synonym | Fmoc-protected L-asparagine |
| CAS Number | 71989-16-7 |
| Empirical Formula | C₁₉H₁₈N₂O₅ |
| Molecular Weight | 354.36 g/mol |
| MDL Number | MFCD00037132 |
| UNSPSC Code | 12352209 |
| EC Index Number | 276-252-2 |
| Form | Powder |
| Melting Point | 175–190 °C |
| Assay | ≥97.0% by HPLC |
| Enantiomeric Purity | ≥99.5% |
| Water Content | ≤1.0% by Karl Fischer titration |
| Storage Temperature | 2–30 °C |
| Functional Groups | Fmoc, amide, carboxylic acid |
Applications
Fmoc-Asn-OH is suitable for:
- Fmoc-based solid-phase peptide synthesis
- Incorporation of asparagine residues into synthetic peptides
- Custom peptide synthesis and peptide modification
- Peptide-based pharmaceutical and drug discovery research
- Proteomics and biochemical research
- Protein engineering and structural biology studies
- Enzyme-substrate and molecular recognition studies
- Hydrophilic peptide synthesis
- Bioorganic chemistry and peptidomimetic synthesis
- Protein-ligand interaction and glycosylation-related research
Coupling Compatibility Note
Fmoc-Asn-OH is commonly used in peptide synthesis workflows where careful coupling conditions are required for asparagine-containing sequences. Carbodiimide-based coupling strategies may be preferred in some protocols to help reduce unwanted side reactions associated with certain uronium or phosphonium coupling reagents.
Ordering Information
| Catalog Number | Quantity |
|---|---|
| 8522030005 | 5 g |
| 8522030025 | 25 g |
| 8522030100 | 100 g |
Storage & Handling
Store at 2–30 °C in a dry, tightly sealed container. Protect from moisture, oxidation, and extreme temperatures. Handle in a suitable laboratory environment using appropriate personal protective equipment, including gloves, lab coat, and safety goggles.
Research Use Statement
For Research Use Only (RUO). Not intended for diagnostic or therapeutic use.
- Pack Size: 100g 5g 25g