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    7423-55-4

    Catalog No. EBD15236

    CAS 7423-55-4

    Name 3-Maleimidopropionic acid

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    Basic Information

    Synonyms: N-maleoyl-beta-alanine 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoicacid N-(2-Carboxyethyl)maleimide 3-Maleimidopropionicacid

    Molecular Formula: C7H7NO4

    Molecular Weight: 169.13

    MDL Number: MFCD00043030

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Proteins and Enzymes Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

    Product Description:
    3-Maleimidopropionic acid is a heterobifunctional crosslinking reagent featuring a maleimide group and a carboxylic acid group. The maleimide moiety reacts specifically and rapidly with free sulfhydryl (thiol) groups (-SH) under mild, near-neutral pH conditions to form stable thioether bonds. The carboxylic acid group can be activated (e.g., using EDC/NHS) for subsequent conjugation to primary amine groups (-NH2). Its primary application is in bioconjugation, particularly for linking proteins, peptides, or antibodies to other molecules. It is widely used to prepare antibody-drug conjugates (ADCs), enzyme conjugates, and fluorescently labeled proteins. The reagent enables the site-specific attachment of payloads, drugs, or labels to cysteine residues in biomolecules, which is crucial for developing targeted therapeutics and diagnostic probes. As a versatile synthetic building block, it is also employed in materials science for surface functionalization and polymer chemistry to introduce reactive handles. It should be handled with care, avoiding moisture, and stored under inert conditions due to the potential hydrolysis of the maleimide ring.
    Physical Properties

    Melting Point: 103-106 °C(lit.)

    Boiling Point: 382.5 °C at 760 mmHg

    Flash Point: 185.1 °C

    Density: 1.473 g/cm3

    Storage: -15°C

    Analytical Data

    Appearance: white to pale yellow solid

    mg g kg ml l t