Maleimido-Tri(Ethylene Glycol)-Propionic Acid

CAS NO.：518044-40-1
Empirical Formula: C13H19NO7
Molecular Weight: 301.29
MDL number: MFCD23103943
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-28 23:16:16

What is Maleimido-Tri(Ethylene Glycol)-Propionic Acid?

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.