Publication | Open Access
A mild TCEP-based para-azidobenzyl cleavage strategy to transform reversible cysteine thiol labelling reagents into irreversible conjugates
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Citations
21
References
2014
Year
Medicinal ChemistryBioorganic ChemistrySelective Cysteine ThiolBiochemistryAldo-keto ReductaseNatural SciencesThiol Functionalisation NeedsBioconjugationSynthetic BiologyMolecular BiologyReversible Cysteine ThiolPeptide SynthesisProtein EngineeringSuccinimide LinkageIrreversible ConjugatesEnzymatic ModificationBio-orthogonal ChemistryDrug Discovery
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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