Sigma-Aldrich Iodoacetamide Alkyne-C3

Iodoacetamide alkyne-C3 (IPM, IAA-C3, IA-alkyne-C3, IAM-alkyne-C3) is abifunctional, thiol-reactive probe engineered for activity-based proteinprofiling (ABPP) of reactive cysteine residues in live cells, tissuehomogenates,and tissues. This probe combines an iodoacetamide group, functioning as acovalent warhead for selective cysteine labeling, with a C3 alkyne moiety thatacts as a click-chemistry handle. This alkyne allows for the subsequentconjugation of fluorophores or biotin-linked azido reporters, facilitatingeither the visualization or enrichment of labeled proteins. The IAA-C3 probe,the gold standard in the cysteinomics field, facilitates site-specific analysisof cysteine accessibility, reactivity, redox modification status, and covalentengagement in biological samples by allowing researchers to treat cellhomogenates with varying concentrations of IA-alkyne C3, identifying highly reactivecysteines-suchas those in enzyme active sites or redox-sensitive regions-thatremain reactive despite dilution effects.

IodoacetamideAlkyne-C3 is suitable for use in isotopic tagging strategies for quantitativecysteine-reactivity profiling in various biological samples.

Acysteine-reactive ABPP (activity-based protein profiling) benchmark probe enabling live-cell labeling, visualization, and enrichment of thiol-containing proteins.