Fig. 2. Mechanism of primary-amine-catalyzed disassembly of the PC4AP linker. (A) Proposed mechanism of disassembly of the PC4AP linker in 8 by irradiation and subsequent reaction with BnNH2. (B) Disassembly of the PC4AP linker in 10 by irradiation and subsequent reaction with BnNH2. (C) Ultra performance liquid chromatography-mass spectrometry (UPLC-MS) analysis of light-triggered decomposition of 8 in the presence of BnNH2. (D) UPLC-MS analysis of light-triggered decomposition of 8 in the presence of BnNH2 and NaBH3CN. DOX was reduced by NaBH3CN to give DOXR, which contains two more hydrogen atoms than DOX. (E) UPLC-MS analysis of decomposition of 10 by irradiation and subsequent reaction with BnNH2.
