ChemicalBook CAS DataBase List 518044-40-1

518044-40-1

Name	Maleimido-Tri(Ethylene Glycol)-Propionic Acid
CAS	518044-40-1
Molecular Formula	C13H19NO7
MDL Number	MFCD23103943
Molecular Weight	301.29
MOL File	518044-40-1.mol

Chemical Properties

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 Information

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

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