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The photolytic cleavage of N-acyl-7-nitroindolines in solution is well known, but their behavior on solid surfaces is much less studied. For the first time the immobilization of a cysteine-5-bromo-7-nitroidoline derivative to the surface of gold nanorods, and the subsequent photorelease of 5-bromo-7-nitroindoline into the solution triggered by UV light is observed. This system could potentially be useful for the controlled light-induced delivery of compounds by a photo-release mechanism in living cells. We also demonstrate that N-acetyl-5-bromo-7-nitroindoline can be non-covalently absorbed by metal organic frameworks (MOFs), and photolytically cleaved inside of the MOF’s cavities. This photochemistry allows the study of host-guest chemistry in MOFs. The synthesis and characterization of the photoreactive compounds, nano rods, and the MOFs used in this study will also be presented.