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Histone deacetylase (HDAC)‐targeted probes and prodrugs are crucial for cancer theranostics. We developed a self‐immolative design that enables in vivo activatable near‐infrared fluorescence (NIRF) and photoacoustic (PA) imaging and prodrug release in response to HDAC. This design comprises a phenyl ester linker with tunable reactivity, facilitating efficient release of caged fluorophores/drugs upon...