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    387824-78-4

    Catalog No. EBD2220058

    CAS 387824-78-4

    Name (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(((allyloxy)carbonyl)amino)butanoic acid

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    Basic Information

    Synonyms: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(((allyloxy)carbonyl)amino)butanoicacid Butanoicacid,2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-[[(2-propen-1-yloxy)carbonyl]amino]-,(2R)- Butanoicacid,2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-[[(2-propenyloxy)carbonyl]amino]-,(2R)- Fmoc-D-Dab(Aloc)-OH

    Molecular Formula: C23H24N2O6

    Molecular Weight: 424.45

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

    Product Description:
    N-Fmoc-N'-Alloc-D-2,4-diaminobutyric acid is a protected derivative of the non-proteinogenic amino acid D-2,4-diaminobutyric acid (D-Dab). It features two orthogonal protecting groups: the base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group on the α-amino group and the acid-labile allyloxycarbonyl (Alloc) group on the side-chain amino group. This specific protection scheme is crucial for the synthesis of complex peptides and peptidomimetics, particularly in solid-phase peptide synthesis (SPPS). This compound serves as a specialized building block in peptide chemistry. The D-configuration of the Dab residue is often employed to introduce specific conformational constraints or to confer resistance to enzymatic degradation in synthetic peptides. The Alloc group on the side chain allows for selective deprotection under mild, orthogonal conditions (e.g., using palladium catalysts) while the main peptide chain remains intact, enabling the synthesis of branched peptides, cyclic peptides, or peptides with site-specific modifications. Its primary application is in pharmaceutical research for the development of novel therapeutic peptides, including antimicrobial peptides (AMPs), hormone analogs, and enzyme inhibitors. The presence of the extra amino group in the side chain provides a versatile handle for further functionalization, conjugation, or cyclization, making it a valuable tool in medicinal chemistry and chemical biology.
    Physical Properties
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