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(S)-n-Fmoc-3-Bromophenylalanine CAS NO 220497-48-3
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CAS No.:220497-48-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(S)-n-Fmoc-3-Bromophenylalanine is a high-purity, non-natural amino acid derivative designed for advanced peptide synthesis. This compound is a critical chiral building block, enabling the precise incorporation of a brominated phenylalanine side chain into peptide sequences under Fmoc-protection strategies. It is essential for researchers and manufacturers in pharmaceutical development, particularly for creating peptide-based drug candidates, peptide libraries, and bioconjugates where structural modification and controlled reactivity are paramount.
Application
- Solid-Phase Peptide Synthesis (SPPS): A key intermediate for the Fmoc-strategy synthesis of complex peptides containing modified aromatic residues.
- Pharmaceutical Research: Used in the discovery and development of novel peptide therapeutics, including receptor agonists/antagonists and enzyme inhibitors.
- Chemical Biology & Bioconjugation: The bromine atom serves as a versatile handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Sonogashira) to attach fluorophores, tags, or other biomolecules.
- Peptidomimetic Design: Incorporation into scaffolds to enhance metabolic stability, bioavailability, and binding affinity of peptide-like drugs.
- Combinatorial Chemistry: Building block for generating diverse peptide libraries for high-throughput screening against biological targets.
- Academic Research: A valuable reagent for studying protein-protein interactions, signal transduction pathways, and structure-activity relationships (SAR).
Basic Information
| Product Name | (S)-n-Fmoc-3-Bromophenylalanine |
| CAS No. | 220497-48-3 |
| Molecular Formula | C24H20BrNO4 |
| Molecular Weight | 466.33 g/mol |
| Synonyms | Fmoc-3-Br-Phe-OH; (S)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-bromophenyl)propanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-bromo-L-phenylalanine; Fmoc-3-bromo-L-phenylalanine; N-α-Fmoc-3-bromo-L-phenylalanine; 3-Bromo-L-phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-; Fmoc-L-3-Bromophe; Fmoc-3-Bromophe-OH |
| EINECS | Contact for details |
Quality Control
Our (S)-n-Fmoc-3-Bromophenylalanine is manufactured under strict quality systems to ensure batch-to-batch consistency and high chemical purity, suitable for sensitive research and development applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing key parameters such as chiral purity, chemical purity (HPLC), and identity confirmation. We adhere to cGMP principles where applicable to support our clients' regulatory requirements.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Allow the container to reach room temperature before opening to minimize moisture condensation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (IR) | Conforms to structure |
| Identification (HPLC) | Retention time matches reference |
| Assay (HPLC) | ≥ 98.0% |
| Chiral Purity (HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 0.5% |
| Heavy Metals | ≤ 10 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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