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Generation of the Thymine Triplet State by Through-Bond Energy Transfer
Authors:Paula Miro  Miguel Gomez-Mendoza  Germán Sastre  M Consuelo Cuquerella  Prof Miguel A Miranda  Dr M Luisa Marin
Institution:Instituto de Tecnología Química, Universitat Politècnica de València-Consejo Superior, de Investigaciones Científicas, Avenida de los Naranjos s/n, 46022 Valencia, Spain
Abstract:Benzophenone (BP) and drugs containing the BP chromophore, such as the non-steroidal anti-inflammatory drug ketoprofen, have been widely reported as DNA photosensitizers through triplet–triplet energy transfer (TTET). In the present work, a direct spectroscopic fingerprint for the formation of the thymine triplet (3Thy*) by through-bond (TB) TTET from 3BP* has been uncovered. This has been achieved in two new systems that have been designed and synthesized with one BP and one thymine (Thy) covalently linked to the two ends of the rigid skeleton of the natural bile acids cholic and lithocholic acid. The results shown here prove that it is possible to achieve triplet energy transfer to a Thy unit even when the photosensitizer is at a long (nonbonding) distance.
Keywords:DNA damage  energy transfer  laser flash photolysis  photochemistry  steroids
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