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ChemicalBook--->CAS DataBase List--->518044-40-1

518044-40-1

    518044-40-1 Structure

    518044-40-1 Structure
    IdentificationBack Directory
    [Name]

    Maleimido-Tri(Ethylene Glycol)-Propionic Acid
    [CAS]

    518044-40-1
    [Synonyms]

    Mal-PEG3-COOH
    Mal-PEG3-acid
    Mal-PEG3-CH2CH2COOH
    Maleimide-PEG3-CH2CH2COOH
    Maleimido-Tri(Ethylene Glycol)-Propionic Acid
    3-(2,5-dioxopyrrol-1-yl)-5-hydroxy-2,2-bis(2-hydroxyethyl)pentanoic acid
    3-(2-(2-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)ethoxy)ethoxy)propanoic acid
    Propanoic acid, 3-[2-[2-[2-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)ethoxy]ethoxy]ethoxy]-
    3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-5-hydroxy-2,2-bis(2-hydroxyethyl)pentanoic acid
    [Molecular Formula]

    C13H19NO7
    [MDL Number]

    MFCD23103943
    [MOL File]

    518044-40-1.mol
    [Molecular Weight]

    301.29
    Chemical PropertiesBack Directory
    [Boiling point ]

    491.4±40.0 °C(Predicted)
    [density ]

    1.293±0.06 g/cm3(Predicted)
    [form ]

    Liquid
    [pka]

    4.28±0.10(Predicted)
    [color ]

    Colorless to light yellow
    Hazard InformationBack Directory
    [Description]

    Mal-PEG3-acid is a PEG linker containing a maleimide group with a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.
    [Biological Activity]

    Maleimido-tri(ethylene glycol)-propionic acid is a cleavable ADC linker for the synthesis of antibody drug conjugates (ADCs). It was used in the preparation of neolymphostin-based ADC precursors for the conjugation of site-specific cysteine mutant trastuzumab-A114C. Maleimido-tri(ethylene glycol)-propionic acid can also be used as a PEG-based PROTAC Linker for the synthesis of PROTACs.
    [in vitro]

    Mal-PEG3-C2-acid can be used to synthesize linker-payload 16 (compound 15) and 20 (compound 18). linker-payload 16 amd 20 is conjugated to DAR1.9 and DAR1.7. ADC 23 and 24 are Neolymphostin ADCs that composes of DAG 1.9 and DAG1.7 linked to PIKK inhibitors with linker-payload 16 and 20, respectively. ADC24 demonstrates cytotoxic activity against BT474 and N87 cell lines with IC 50 of 195 and 202 nM, respectively. ADC23 demonstrates cytotoxic activity against BT474 and N87 cell lines with IC 50 of 286 and 274 nM, respectively.

    [target]

    Cleavable

    PEGs

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