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2-Pyridinepropanoic Acid, 5-Bromo-.Alpha.-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino]-, (.Alpha.S)- CAS NO 282734-37-6
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CAS No.:282734-37-6
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
2-Pyridinepropanoic Acid, 5-Bromo-.Alpha.-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino]-, (.Alpha.S)- is a sophisticated, non-natural amino acid derivative featuring a brominated pyridine side chain and an Fmoc-protected α-amino group. This compound is a critical chiral building block for the synthesis of complex peptides and peptidomimetics, enabling the introduction of unique structural and electronic properties into target molecules. It is primarily utilized by research institutions and pharmaceutical companies engaged in advanced drug discovery, medicinal chemistry, and the development of novel bioactive compounds.
Application
- Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is directly incorporated into peptide chains using standard automated synthesis protocols.
- Medicinal Chemistry & Drug Discovery: Serves as a key intermediate for creating peptide-based drug candidates, enzyme inhibitors, and receptor ligands with enhanced binding affinity and metabolic stability.
- Chemical Biology Probes: Used to synthesize labeled or modified peptides for studying protein-protein interactions, enzyme mechanisms, and cellular pathways.
- Peptidomimetic Design: The bromine atom on the pyridine ring provides a handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Sonogashira), allowing for the creation of diverse chemical libraries.
- Academic Research: Employed in universities and research institutes for investigating novel peptide architectures and their physicochemical properties.
- API Intermediate Development: Acts as a chiral synthon in the multi-step synthesis of potential Active Pharmaceutical Ingredients (APIs) with complex amino acid backbones.
Basic Information
| Product Name | 2-Pyridinepropanoic Acid, 5-Bromo-.Alpha.-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino]-, (.Alpha.S)- |
| CAS No. | 282734-37-6 |
| Molecular Formula | C23H19BrN2O4 |
| Molecular Weight | 467.31 g/mol |
| Synonyms | Fmoc-5-Bromo-3-pyridylalanine; (2S)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(5-bromopyridin-2-yl)propanoic Acid; Fmoc-5-Br-3-Pal-OH; Fmoc-(S)-3-(5-Bromo-2-pyridyl)alanine; 5-Bromo-3-pyridylalanine, N-Fmoc derivative; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-5-bromo-3-pyridylalanine; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-bromopyridin-2-yl)propanoic Acid |
| EINECS | Contact for details |
Quality Control
Our production of this high-value building block adheres to stringent quality protocols to ensure batch-to-batch consistency and reliability for sensitive synthetic applications. Every lot is characterized by advanced analytical techniques including HPLC, NMR, and mass spectrometry to confirm identity, chiral purity, and chemical purity. A comprehensive Certificate of Analysis (COA) detailing assay, enantiomeric excess, and impurity profiles is provided with each shipment. We support cGMP compliance for advanced intermediates and can tailor specifications to meet specific project requirements.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere for long-term stability. This compound is hygroscopic (moisture-sensitive) and light-sensitive. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation. For short-term use (up to one month), storage at 2-8°C in a desiccator is acceptable.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC) | Conforms to reference standard |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Enantiomeric Purity (Chiral HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 1.0% |
| Residual Solvents (GC) | Complies with ICH guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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Each batch undergoes strict QC, accompanied by COA, MSDS, and full compliance with international standards.
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