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Acid-cleavable thiomaleamic acid linker for homogeneous antibody–drug conjugation†
Lourdes Castañeda,Antoine Maruani,Felix F. Schumacher,Enrique Miranda,Vijay Chudasama,Kerry A. Chester,James R. Baker,Mark E. B. Smith,Stephen Caddick
Chemical Communications Pub Date : 08/05/2013 00:00:00 , DOI:10.1039/C3CC45220D
Abstract

In this communication we describe a novel acid-cleavable linker strategy for antibody–drug conjugation. Functional disulfide bridging of the single interchain disulfide bond of a trastuzumab Fab fragment yields a homogeneous antibody–drug conjugate bearing a thiomaleamic acid linker. This linker is stable at physiological pH and temperature, but quantitatively cleaves at lysosomal pH to release the drug payload.

Graphical abstract: Acid-cleavable thiomaleamic acid linker for homogeneous antibody–drug conjugation
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