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(S)-3-(2-Ethynylphenyl)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)Propanoic Acid CAS NO 2349416-34-6
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CAS No.:2349416-34-6
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(S)-3-(2-Ethynylphenyl)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)Propanoic Acid is a high-purity, non-natural amino acid derivative featuring a unique ethynylphenyl side chain and an Fmoc-protected amine group. This compound is a critical chiral building block for the synthesis of complex peptides and peptidomimetics, enabling the introduction of rigid, aromatic structures and facilitating further functionalization via click chemistry. It is primarily utilized by pharmaceutical R&D and biotechnology companies for the development of novel therapeutic agents, including protease inhibitors and targeted drug conjugates.
Application
- Pharmaceutical Intermediate: A key chiral synthon for constructing active pharmaceutical ingredients (APIs) and drug candidates, particularly in oncology and metabolic disease research.
- Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate a constrained, aromatic amino acid residue with an alkyne handle for post-synthetic modification.
- Chemical Biology Probes: Serves as a building block for creating activity-based probes and bioconjugation linkers, leveraging the ethynyl group for copper-catalyzed azide-alkyne cycloaddition (CuAAC).
- Peptidomimetic Design: Essential for developing peptide mimics with enhanced metabolic stability and binding affinity by introducing conformational rigidity.
- Library Synthesis: Employed in combinatorial chemistry and high-throughput screening to generate diverse compound libraries for drug discovery.
- Material Science: Potential use in creating functionalized surfaces and polymers where precise spatial arrangement of aromatic and reactive groups is required.
Basic Information
| Product Name | (S)-3-(2-Ethynylphenyl)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)Propanoic Acid |
| CAS No. | 2349416-34-6 |
| Molecular Formula | C26H21NO4 |
| Molecular Weight | 411.45 g/mol |
| Synonyms | Fmoc-(S)-2-amino-3-(2-ethynylphenyl)propanoic acid; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-ethynylphenyl)propanoic acid; Fmoc-Aep(2-Ethynyl)-OH; Fmoc-3-(2-Ethynylphenyl)alanine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(2-ethynylphenyl)-L-alanine; Non-natural Fmoc-amino acid; Fmoc-protected ethynylphenylalanine derivative |
| EINECS | Contact for details |
Quality Control
Our (S)-3-(2-Ethynylphenyl)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)Propanoic Acid is manufactured under strict quality management systems. Each batch is subjected to rigorous analytical testing, including chiral HPLC and NMR, to ensure high chemical and enantiomeric purity suitable for sensitive pharmaceutical research. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to support your regulatory and R&D documentation needs.
Storage
Preserve in a tightly closed container, protected from light. Store at 2-8°C in a dry environment. For long-term storage, consider storing under an inert atmosphere to maintain stability. Allow the product to equilibrate to room temperature before opening to prevent moisture condensation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC) | Conforms to reference standard |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Chiral Purity (Chiral HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 0.5% |
| 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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