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    205526-30-3

    Catalog No. EBD25916

    CAS 205526-30-3

    Name FMOC-L-3,4,5-trifluorophenylalanine

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    Basic Information

    Synonyms: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3,4,5-trifluoro-L-phenylalanine Fmoc-L-3,4,5-Trifluorophenylalanine

    Molecular Formula: C24H18F3NO4

    Molecular Weight: 441.4

    MDL Number: MFCD00797583

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    Fmoc-L-3,4,5-Trifluorophenylalanine is a non-natural, fluorinated amino acid derivative. Its chemical structure features an L-configuration alanine backbone where the phenyl group is substituted with three fluorine atoms at the 3, 4, and 5 positions. The amino group is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group, making it a standard building block for solid-phase peptide synthesis (SPPS). This compound is primarily used in medicinal chemistry and peptide research. The introduction of the trifluoromethylphenyl moiety can significantly alter the physicochemical properties of the resulting peptide, such as enhancing lipophilicity, metabolic stability, and membrane permeability. It is a key intermediate in the synthesis of peptide-based drug candidates, where fluorination is a common strategy to optimize pharmacokinetic profiles and binding affinity. As an Fmoc-protected amino acid, it is a staple reagent in peptide synthesis laboratories. Its handling requires standard precautions for peptide synthesis reagents, including protection from moisture and storage in a cool, dry place.
    Physical Properties

    Storage: Store at -15°C

    mg g kg ml l t