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    178924-05-5

    Catalog No. EBD3327609

    CAS 178924-05-5

    Name N2-Fmoc-N3-Alloc-D-2,3-diaminopropanoic acid

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    Basic Information

    Synonyms: Fmoc-D-Dap(Aloc)-OH N2-Fmoc-N3-Alloc-D-2,3-diaminopropanoicacid Fmoc-D-Dap(Alloc)-OH

    Molecular Formula: C22H22N2O6

    Molecular Weight: 410.42

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    N2-Fmoc-N3-Alloc-D-2,3-diaminopropanoic acid is a protected derivative of D-2,3-diaminopropanoic acid (D-Dap). Its structure features two orthogonal protecting groups: a base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group on the α-amino (N2) position and an acid-labile allyloxycarbonyl (Alloc) group on the side-chain β-amino (N3) position. This configuration makes it a chiral, non-proteinogenic amino acid building block with a defined stereochemistry (D-configuration). This compound is a specialized and crucial reagent in solid-phase peptide synthesis (SPPS), particularly for the Fmoc/t-Bu strategy. The orthogonal protection allows for the selective deprotection and functionalization of either amino group during the sequential assembly of complex peptides. It is extensively used to incorporate the D-2,3-diaminopropionic acid residue into peptide sequences, which is valuable for creating peptide mimetics, constrained analogs, and for introducing branching points or chelating sites (e.g., for metal ions) within a peptide chain. Its primary application is in pharmaceutical research and development for constructing bioactive peptides, peptide-based drug candidates, and diagnostic probes. The high purity and defined stereochemistry are essential for ensuring the biological activity and specificity of the final peptide products.
    Physical Properties
    mg g kg ml l t