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Herein, we demonstrate a new class of azo\u2010functionalized bambusurils (azo\u2010BUs) that act as efficient, photo\u2010switchable anion channels capable of modulating chloride flux across lipid membranes and within cellular environments. The (\n                    <jats:italic>E<\/jats:italic>\n                    )\u2010isomer exhibits pronounced chloride transport activity, which can be reversibly toggled via light\u2010induced isomerization, enabling precise spatiotemporal control. Mechanistic studies reveal that the (\n                    <jats:italic>E<\/jats:italic>\n                    )\u2010form induces apoptosis through mitochondrial membrane depolarization, reactive oxygen spieces (ROS) generation, and cytochrome c release, while also disrupting lysosomal acidification via H\u207a\/Cl\n                    <jats:sup>\u2212<\/jats:sup>\n                    cotransport. This dual perturbation of cytosolic and lysosomal ion homeostasis underscores the compound's multifaceted cytotoxic mechanism. In contrast, the (\n                    <jats:italic>Z<\/jats:italic>\n                    )\u2010isomer displayed minimal transport activity and negligible cytotoxicity, reinforcing its role as the inactive, photo\u2010switchable OFF state in this system. The ability to control transport activity with light positions azo\u2010BUs as promising candidates for the development of next\u2010generation, stimuli\u2010responsive anticancer agents. This work introduces a reversible photo\u2010gated anion channel with therapeutic potential, offering a powerful platform for studying membrane transport and designing light\u2010responsive biomedical tools.\n                  <\/jats:p>","DOI":"10.1002\/anie.202519101","type":"journal-article","created":{"date-parts":[[2025,10,13]],"date-time":"2025-10-13T06:26:03Z","timestamp":1760336763000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Rhodopsin\u2010Mimicking Reversible Photo\u2010Switchable Chloride Channels Based on Azobenzene\u2010Appended\n                    <i>Semiaza<\/i>\n                    \u2010Bambusurils for Light\u2010Controlled Ion Transport and Cancer Cell Apoptosis"],"prefix":"10.1002","volume":"65","author":[{"given":"Lei","family":"He","sequence":"first","affiliation":[{"name":"College of Material Chemistry and Chemistry Engineering Key Laboratory of Organosilicon Chemistry and Material 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