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    125697-63-4

    Catalog No. EBD2334987

    CAS 125697-63-4

    Name 2,5-Dioxopyrrolidin-1-yl 6-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoate

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    Basic Information

    Synonyms: 2,5-二氧代吡咯烷-1-基6-(((((9H-芴-9-基)甲氧基)羰基)氨基)己酸酯 2,5-二氧代吡咯烷-1-基6-(((((9H-芴-9-基)甲氧基)羰基)氨基)己酸酯

    Molecular Formula: C25H26N2O6

    Molecular Weight: 450.48

    MDL Number: MFCD03788086

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Basic Synthetic Reagents > Condensation Reagents

    Product Description:
    2,5-Dioxopyrrolidin-1-yl 6-(((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoate, commonly known as Fmoc-6-Ahx-OSu, is a heterobifunctional crosslinker and a key reagent in peptide synthesis. Its structure features an N-hydroxysuccinimide (NHS) ester at one end and an Fmoc-protected aminohexanoic acid (Ahx) spacer at the other. The NHS ester is highly reactive towards primary amines (e.g., lysine side chains or N-termini of peptides/proteins), forming stable amide bonds. The primary application of this compound is in solid-phase peptide synthesis (SPPS) and bioconjugation. The Fmoc group serves as a temporary protecting group for the amine on the Ahx linker, which can be deprotected under mild basic conditions (e.g., piperidine) to reveal a free amine for further coupling. This makes it an essential building block for introducing a spacer (Ahx) between a peptide/protein and another molecule (e.g., a fluorophore, biotin, or solid support), thereby improving solubility, reducing steric hindrance, and enhancing biological activity in the final conjugate. It is also widely used in the preparation of peptide antigens, antibody-drug conjugates (ADC) research, and surface immobilization of biomolecules. As an active ester, it must be stored under anhydrous conditions and handled carefully due to its moisture sensitivity.
    Physical Properties
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