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Fmoc-(R)-3-Amino-3-(2-Trifluoromethyl-Phenyl)-Propionic Acid CAS NO 517905-86-1


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CAS No.:517905-86-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Fmoc-(R)-3-Amino-3-(2-Trifluoromethyl-Phenyl)-Propionic Acid is a high-purity, non-natural amino acid derivative designed for advanced peptide synthesis and pharmaceutical research. This chiral building block is essential for introducing the unique 2-(trifluoromethyl)phenyl side chain, which can significantly alter the metabolic stability, lipophilicity, and binding affinity of target molecules. It is a critical reagent for medicinal chemists and process development scientists working on novel therapeutics, including protease inhibitors, GPCR ligands, and other bioactive peptides.

Application

  • Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is a fundamental building block for the automated synthesis of complex peptide sequences, enabling the incorporation of a trifluoromethylated aromatic group.
  • Medicinal Chemistry & Drug Discovery: Used to create peptide mimetics and small molecule libraries to explore structure-activity relationships (SAR), particularly for targets where enhanced hydrophobicity and electron-withdrawing properties are desired.
  • Pharmaceutical Intermediate: Serves as a key chiral intermediate in the research and development stages of new active pharmaceutical ingredients (APIs), especially in oncology and metabolic disease research.
  • Bioconjugation & Probe Development: The carboxylic acid and amine functionalities allow for further derivatization, making it useful for creating fluorescent probes, affinity tags, or peptide-drug conjugates.
  • Academic & Institutional Research: Employed in biochemistry and chemical biology laboratories for studying protein-protein interactions and enzyme mechanisms using tailored peptide substrates or inhibitors.

Basic Information

Product Name Fmoc-(R)-3-Amino-3-(2-Trifluoromethyl-Phenyl)-Propionic Acid
CAS No. 517905-86-1
Molecular Formula C25H20F3NO4
Molecular Weight 455.43 g/mol
Synonyms Fmoc-(R)-3-Amino-3-(2-trifluoromethylphenyl)propanoic Acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-3-[2-(trifluoromethyl)phenyl]-(R)-propionic Acid; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-3-(2-(trifluoromethyl)phenyl)propanoic Acid; Fmoc-3-Amino-3-(2-CF3-Ph)-Propionic Acid-(R); Fmoc-Atfmp-OH; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-(trifluoromethyl)phenyl)propanoic Acid (enantiomer); Fmoc-β-homo-2-trifluoromethylphenylalanine
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Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards for research and development. Each batch is characterized by advanced analytical techniques to guarantee identity, purity, and chiral integrity. Certificates of Analysis (COA) are provided, detailing results for assay, enantiomeric excess, and related substances. We support cGMP-compliant manufacturing for advanced applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label or COA. This material is hygroscopic (moisture-sensitive) and light-sensitive; ensure containers are sealed under inert atmosphere if necessary and allowed to equilibrate to room temperature before opening to minimize moisture uptake.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥98.0%
Enantiomeric Purity (Chiral HPLC) ≥99.0% ee
Water Content (KF) ≤1.0%
Heavy Metals ≤20 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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