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Porphyrin containing isoindoline nitroxides as potential fluorescence sensors of free radicals

Yan, Guo-Ping, Fairfull-Smith, Kathryn E., Smith, Craig, Hanson, Graeme, & Bottle, Steven (2011) Porphyrin containing isoindoline nitroxides as potential fluorescence sensors of free radicals. Journal of Porphyrins and Phthalocyanines, 15(4), pp. 230-239.

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Abstract

A series of new spin-labeled porphyrin containing isoindoline nitroxide moieties were synthesized and characterized as potential free radical fluorescence sensors. Fluorescence-suppression was observed in the free-base monoradical porphyrins, whilst the free-base biradical porphyrins exhibited highly suppressed fluorescence about three times greater than the monoradical porphyrins. The observed fluorescence-suppression was attributed to enhanced intersystem crossing resulting from electronexchange between the doublet nitroxide and the excited porphyrin fluorophore. Notably, fluorescencesuppression was not as strong in the related metalated porphyrins, possibly due to insufficient spin coupling between the nitroxide and the porphyrin. Continuous wave EPR spectroscopy of the diradical porphyrins in fluid solution suggests that the nitroxyl-nitroxyl interspin distance is long enough and tumbling is fast enough not to detect dipolar coupling.

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ID Code: 43688
Item Type: Journal Article
Keywords: porphyrins, nitroxides, fluorescence, radicals, profluorescent probes, spin probes
DOI: 10.1142/S1088424611003203
ISSN: 1088-4246
Divisions: Past > Schools > Chemistry
Past > QUT Faculties & Divisions > Faculty of Science and Technology
Copyright Owner: Copyright 2011 World Scientific
Copyright Statement: Electronic version of an article published as: Journal of Porphyrins and Phthalocyanines, 15(4), 2011. pp. 230-239. www.dx.doi.org/ 10.1142/S1088424611003203 © copyright World Scientific Publishing Company. http://www2.u-bourgogne.fr/jpp/base_article/index.php
Deposited On: 27 Jul 2011 13:52
Last Modified: 27 Jul 2011 13:55

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