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    158478-81-0

    Catalog No. EBD3910204

    CAS 158478-81-0

    Name (2S)-6-[({[(tert-butoxy)carbonyl]amino}({[(tert-butoxy)carbonyl]imino})methyl)amino]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid

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    Basic Information

    Synonyms: Fmoc-HomoArg(Boc)2-OH (2S)-6-[({[(tert-butoxy)carbonyl]amino}({[(tert-butoxy)carbonyl]imino})methyl)amino]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoicacid

    Molecular Formula: C32H42N4O8

    Molecular Weight: 610.71

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

    Product Description:
    This compound, (2S)-6-[({[(tert-butoxy)carbonyl]amino}({[(tert-butoxy)carbonyl]imino})methyl)amino]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid, is a specialized, protected amino acid derivative. Its structure features a lysine backbone where the alpha-amino group is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group, and the side-chain epsilon-amino group is protected by a di-Boc-formamidine group (Boc-N=C(NHBoc)-NH-). This specific protection scheme is crucial for its primary application. It is a key building block, or unnatural amino acid, used in solid-phase peptide synthesis (SPPS), particularly Fmoc-based strategies. The di-Boc-formamidine protecting group on the lysine side chain is orthogonal to the Fmoc group, allowing for selective deprotection and subsequent on-resin functionalization, such as conjugation with other molecules or introduction of specific modifications. This makes it invaluable in the synthesis of complex peptides, peptide-drug conjugates, and for incorporating functional handles into peptide sequences for biomedical research and drug discovery. While its core utility is in peptide chemistry, its well-defined structure with multiple protected amine functionalities also qualifies it as a sophisticated organic synthesis building block for constructing molecules beyond peptides, where a selectively protected polyamine motif is required.
    Physical Properties
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