A mild TCEP-based para-azidobenzyl cleavage strategy to transform reversible cysteine thiol labelling reagents into irreversible conjugates

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Abstract

It has recently emerged that the succinimide linkage of a maleimide thiol addition product is fragile, which is a major issue in fields where thiol functionalisation needs to be robust. Herein we deliver a strategy that generates selective cysteine thiol labelling reagents, which are stable to hydrolysis and thiol exchange.

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Maruani, A., Alom, S., Canavelli, P., Lee, M. T. W., Morgan, R. E., Chudasama, V., & Caddick, S. (2015). A mild TCEP-based para-azidobenzyl cleavage strategy to transform reversible cysteine thiol labelling reagents into irreversible conjugates. Chemical Communications, 51(25), 5279–5282. https://doi.org/10.1039/c4cc08515a

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