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    959573-22-9

    Catalog No. EBD4021489

    CAS 959573-22-9

    Name 3-(aminocarbonyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-Phenylalanine

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    Basic Information

    Synonyms: Fmoc-L-3-Carbamoylphe Fmoc-Phe(3-CONH2)-OH

    Molecular Formula: C25H22N2O5

    Molecular Weight: 430.45

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

    Product Description:
    (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-carbamoylphenyl)propanoic acid, also known as Fmoc-3-amido-L-phenylalanine, is a protected amino acid derivative. It features an L-configuration, an Fmoc (9-fluorenylmethoxycarbonyl) group protecting the alpha-amino group, and a carboxamide functional group on the phenylalanine side chain. This structure makes it a non-natural, side-chain-modified phenylalanine analog. This compound is a crucial building block in solid-phase peptide synthesis (SPPS), specifically using the Fmoc/t-Bu strategy. The Fmoc group is acid-stable but readily removed under basic conditions (e.g., with piperidine), allowing for sequential peptide chain elongation. The 3-carbamoylphenyl side chain introduces a polar, hydrogen-bonding capable moiety into the peptide sequence, which is valuable for modulating peptide solubility, stability, and biological interactions. It is primarily used in research and development for synthesizing peptides with specific properties for pharmaceutical, biochemical, and biophysical studies. As a specialty, non-proteinogenic amino acid derivative, it is not a general-purpose synthetic reagent. Its primary and almost exclusive application is in the field of peptide chemistry and life science research, where it serves as a key intermediate for constructing custom peptide sequences with tailored functionalities.
    Physical Properties
    mg g kg ml l t