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Bioconjugation with Maleimides: A useful Tool for Chemical Biology.
Chemistry : a European Journal 2018 August 11
Maleimide chemistry stands out in the bioconjugation toolbox by virtue of its synthetic accessibility, excellent reactivity and practicability. The second-generation of clinically approved ADCs and much of the current ADC pipeline in clinical trials contain the maleimide linkage. However, thiosuccinimide linkages are now known to be less robust than once thought, and ergo correlated with suboptimal pharmacodynamics, pharmacokinetics and safety profiles in some ADC constructs. Though rational design of novel generations of maleimides and maleimide-type reagents have been reported to address the shortcomings of classical maleimides, allowing the formation of robust bioconjugate linkages. This review highlights the main strategies for rational reagent design that have allowed irreversible bioconjugations in cysteines, reversible labelling strategies and disulfide rebridging.
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