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The ADA\u2010S structure integrates two thionated naphthalene\u2010monoamide acceptors with a central thiophene donor moiety. To elucidate the impact of the extended conjugation on the photosensitizing efficiency, control molecules such as a less conjugated analogue (AD\u2010S), an acceptor\u2010only unit (NMIS\u2010Br) or an un\u2010thionated derivative (ADA\u2010O) were studied. Through the 1,3\u2010diphenylisobenzofuran (DPBF) assay, it was evident that ADA\u2010S significantly outperforms all controls in the\n                    <jats:sup>1<\/jats:sup>\n                    <jats:italic>O<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    generation upon photoirradiation. Transient absorption spectroscopy studies, ranging from femtosecond\u2010to\u2010microsecond timescales revealed that extended conjugation is crucial for enhancing the triplet state longevity, which directly correlates with the observed enhancement in the\n                    <jats:sup>1<\/jats:sup>\n                    <jats:italic>O<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    production. In sharp contrast, similar ADA\u2010type conjugated chromophore (ADA\u2010O), lacking thionation of the carbonyl groups, failed to produce any detectable\n                    <jats:sup>1<\/jats:sup>\n                    <jats:italic>O<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    , indicating a remarkable impact of the sulphur atoms on the enhanced spin\u2013orbit coupling, facilitating much faster intersystem crossing. Time\u2010dependent density functional theory calculations further supported these experimental findings, establishing ADA\u2010S as an outstanding new organic photosensitizer. Furthermore, an amphiphilic derivative of ADA\u2010S was prepared, which showed spontaneous self\u2010assembly in water producing nanoparticles, in which the photosensitizer remained in the dormant state due to \u03c0\u2010stacking. Such organic nanoparticles showed excellent cellular uptake and intra\u2010cellular swelling\/ disassembly probed by FRET, facilitating reactivation of the photosensitization ability of the ADA\u2010S chromophore. Consequently, highly efficient light\u2010triggered cell death was noticed by reactive oxygen species.\n                  <\/jats:p>","DOI":"10.1002\/anie.202525481","type":"journal-article","created":{"date-parts":[[2026,2,18]],"date-time":"2026-02-18T05:24:25Z","timestamp":1771392265000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Supramolecular Assembly of a Heavy\u2010Atom\u2010Free Highly Efficient Self\u2010Deliverable Photosensitizer for Activable Photodynamic Therapy"],"prefix":"10.1002","volume":"65","author":[{"given":"Tanushri","family":"Banerjee","sequence":"first","affiliation":[{"name":"School of Applied and Interdisciplinary Sciences Indian Association for the Cultivation of Science  Kolkata India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Komal","family":"Thawrani","sequence":"additional","affiliation":[{"name":"Department of Chemical Sciences Tata Institute of Fundamental 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