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    131669-42-6

    Catalog No. EBD3327602

    CAS 131669-42-6

    Name (2S,3S)-3-azido-2-(fluoren-9-ylmethoxycarbonylamino)butyric acid

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    Basic Information

    Molecular Formula: C19H18N4O4

    Molecular Weight: 366.37

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

    Product Description:
    (2S,3S)-3-azido-2-(fluoren-9-ylmethoxycarbonylamino)butyric acid is a specialized, non-proteinogenic amino acid derivative. Its structure features a protected α-amino group with a fluoren-9-ylmethoxycarbonyl (Fmoc) group, which is the standard protecting group used in solid-phase peptide synthesis (SPPS). The key functional group is the azide (-N3) substituent on the β-carbon, which serves as a versatile chemical handle. This compound is primarily used as a building block in peptide chemistry and chemical biology. The azide group allows for site-specific modification of peptides via bioorthogonal reactions, such as the copper-catalyzed azide-alkyne cycloaddition (CuAAC) or strain-promoted azide-alkyne cycloaddition (SPAAC). This enables the introduction of labels (e.g., fluorescent dyes), biotin, or other functional moieties into synthetic peptides or peptidomimetics for research purposes, including probe development and structure-activity relationship studies. As a chiral, Fmoc-protected amino acid with an orthogonal reactive group, it is a crucial reagent for synthesizing modified peptides that mimic natural structures or explore new biological functions. It is not a commodity chemical but a research-grade tool for advanced peptide synthesis.
    Physical Properties
    mg g kg ml l t