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Supramolecular Cationic Tetraruthenated Porphyrin and Light‐Induced Decomposition of 2‐Deoxyguanosine Predominantly Via a Singlet Oxygen‐Mediated Mechanism
Author(s) -
Ravanat JeanLuc,
Cadet Jean,
Araki Koiti,
Toma Henrique E.,
Medeiros Marisa H. G.,
Mascio Paolo Di
Publication year - 1998
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1998.tb02532.x
Subject(s) - singlet oxygen , porphyrin , chemistry , deoxyguanosine , photochemistry , cationic polymerization , photosensitizer , supramolecular chemistry , methylene blue , dna , oxygen , catalysis , photocatalysis , organic chemistry , molecule , biochemistry
The tetraruthenated porphyrin, u.‐[/wes0‐5,1O,15,2O‐tet‐ra(pyridyl)porphyrin]tetrakis[ftis‐(bipyridine)chloride ruthenium(II)] (TRP) is a supramolecular cationic species. The aim of the present investigation was to evaluate the photodynamic properties of TRP and Zn‐TRP to damage DNA with emphasis on the mechanistic aspects. The ability for tetraruthenated porphyrin derivatives to induce photosensitization reactions has been determined using 2′‐deoxyguanosine as a DNA model compound. The main photooxidation products of the targeted nucleoside were identified and classified according to their mechanisms of formation, involving either a radical pathway (type I) or a singlet oxygen‐mediated mechanism (type II). Quantification of the different oxidation products provides a means to evaluate the relative contribution of type I and type II pathways associated with the oxidative photosensitization of 2′‐deoxyguanosine by tetraruthenated porphyrin derivatives. Results indicate that x 02 plays a major role in the mechanism of photooxidation mediated by these porphyrin derivatives. In addition an increase of the photosensitizing effect in the presence of zinc is observed. For each sensitizer, the ratio between type II and type I photoproducts has been calculated and compared to that of other known dyes such as methylene blue and riboflavin.