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Fmoc-(R)-3-Amino-4-(2-Trifluoromethyl-Phenyl)-Butyric Acid CAS NO 269726-72-9
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CAS No.:269726-72-9
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
Fmoc-(R)-3-Amino-4-(2-Trifluoromethyl-Phenyl)-Butyric Acid is a high-purity, non-natural amino acid derivative designed for advanced peptide synthesis and pharmaceutical research. This compound is a critical chiral building block, enabling the precise introduction of a trifluoromethylphenyl side chain into peptide sequences, which can significantly alter their biological activity, metabolic stability, and binding affinity. It is primarily utilized by medicinal chemists and process development scientists in the pharmaceutical and biotechnology industries for the discovery and development of novel therapeutic peptides and peptidomimetics.
Application
- Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is a fundamental reagent for the automated, stepwise construction of complex peptide chains, particularly in the synthesis of peptide drug candidates.
- Medicinal Chemistry & Drug Discovery: Serves as a key intermediate for incorporating a lipophilic and electron-withdrawing trifluoromethylphenyl group into target molecules to optimize pharmacokinetic properties like membrane permeability and metabolic resistance.
- Peptidomimetic Development: Used to create peptide analogs where the native amino acid is replaced with this non-proteinogenic derivative to enhance selectivity, potency, and oral bioavailability.
- Chemical Biology Probes: Employed in the synthesis of labeled or modified peptides used as tools to study protein-protein interactions, enzyme mechanisms, and cellular pathways.
- Process Research & Development (PR&D): Acts as a starting material or intermediate in the scalable synthesis of Active Pharmaceutical Ingredients (APIs) for clinical and commercial manufacturing.
- Academic Research: Used in university and institutional labs for fundamental studies in organic synthesis, asymmetric chemistry, and peptide science.
Basic Information
| Item | Details |
|---|---|
| Product Name | Fmoc-(R)-3-Amino-4-(2-Trifluoromethyl-Phenyl)-Butyric Acid |
| CAS No. | 269726-72-9 |
| Molecular Formula | C26H22F3NO4 |
| Molecular Weight | 469.46 g/mol |
| Synonyms | Fmoc-D-3-Amino-4-(2-(trifluoromethyl)phenyl)butanoic acid; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(2-(trifluoromethyl)phenyl)butanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-4-[2-(trifluoromethyl)phenyl]butanoic acid; Fmoc-3-Amino-4-(2-trifluoromethylphenyl)butyric Acid; Fmoc-(R)-3-Amino-4-(2-CF3-Ph)-But-OH; Fmoc-D-Apg(2-CF3-Ph)-OH; N-α-Fmoc-3-amino-4-(2-trifluoromethylphenyl)butyric acid |
| EINECS | Contact for details |
Quality Control
Our Fmoc-(R)-3-Amino-4-(2-Trifluoromethyl-Phenyl)-Butyric Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the exacting standards required for pharmaceutical research and development. Certificates of Analysis (COA) detailing purity, identity, and impurity profiles are provided with every shipment to guarantee traceability and compliance with your internal quality protocols.
Storage
Preserve in a tightly closed container, protected from light. Store at 2-8°C in a dry, cool place. This material is hygroscopic (moisture-sensitive); ensure the container is sealed tightly after each use to prevent degradation from atmospheric moisture. For long-term storage, consider storage under an inert atmosphere.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (IR) | Conforms to structure |
| Purity (HPLC) | ≥ 98.0% |
| Chiral Purity (HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 0.5% |
| Heavy Metals | ≤ 10 ppm |
| 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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