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    205526-24-5

    Catalog No. EBD2197929

    CAS 205526-24-5

    Name (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,5-difluorophenyl)propanoic acid

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    Basic Information

    Synonyms: (S)-N-Fmoc-3,5-difluorophenylalanine Fmoc-L-3,5-Difluorophenylalanine Fmoc-3,5-Difluoro-L-phenylalanine Fmoc-L-3,5-Difluorophe Fmoc-Phe(3,5-DiF)-OH (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,5-difluorophenyl)propanoicacid

    Molecular Formula: C24H19F2NO4

    Molecular Weight: 423.41

    MDL Number: MFCD00797579

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    N-Fmoc-3,5-difluoro-L-phenylalanine is a non-natural, fluorinated amino acid derivative. Its structure features an L-phenylalanine backbone with fluorine atoms substituted at the 3 and 5 positions of the aromatic ring, and the alpha-amino group is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group. This compound is a crucial building block in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The fluorine substitutions on the phenyl ring significantly alter the electronic properties, lipophilicity, and metabolic stability of the resulting peptide. It is primarily used to incorporate fluorinated aromatic residues into synthetic peptides and peptidomimetics for pharmaceutical research, enabling the study of structure-activity relationships, enhancing peptide stability against enzymatic degradation, and modulating receptor binding affinity. As a specialty amino acid derivative, it is a key reagent in medicinal chemistry for developing peptide-based therapeutics, probes, and diagnostic agents. Its use requires standard handling procedures for peptide synthesis reagents.
    Physical Properties

    Boiling Point: 610.7 °C at 760 mmHg

    Flash Point: 323.1 °C

    Density: 1.357 g/cm3

    mg g kg ml l t