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Photoinduced signal amplification through controlled externally sensitized fragmentation in masked sensitizers.


ABSTRACT: Addition of lithiated dithianes to diaryl ketones, potential electron-transfer sensitizers, disrupts conjugation between the two aromatic moieties, effectively masking the sensitizer. A novel photoamplification strategy is developed based on photosensitized cleavage in such adducts, where each fragmentation event releases more diaryl ketone, capable of sensitization. As a result, mass release of dithianes, triggered with a very small amount of the initiator, is observed. Such amplified release can be made contingent on a molecular recognition event, offering a promising methodology for high throughput bioanalytical applications. The concept is proved with the use of micro- and nanosized polymeric supports, including dendrimers.

SUBMITTER: Kottani R 

PROVIDER: S-EPMC2519093 | biostudies-literature | 2006 Nov

REPOSITORIES: biostudies-literature

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Photoinduced signal amplification through controlled externally sensitized fragmentation in masked sensitizers.

Kottani Rudresha R   Majjigapu Janaki R R JR   Kurchan Alexei A   Majjigapu Kavitha K   Gustafson Tiffany P TP   Kutateladze Andrei G AG  

Journal of the American Chemical Society 20061101 46


Addition of lithiated dithianes to diaryl ketones, potential electron-transfer sensitizers, disrupts conjugation between the two aromatic moieties, effectively masking the sensitizer. A novel photoamplification strategy is developed based on photosensitized cleavage in such adducts, where each fragmentation event releases more diaryl ketone, capable of sensitization. As a result, mass release of dithianes, triggered with a very small amount of the initiator, is observed. Such amplified release c  ...[more]

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