Organic Letters 2008-10-16

Photogeneration of 2-deoxyribonolactone in benzophenone-purine dyads. Formation of ketyl-C1' biradicals.

Cecilia Paris, Susana Encinas, Nourreddine Belmadoui, María J Climent, Miguel Angel Miranda

Index: Org. Lett. 10(20) , 4409-12, (2008)

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Abstract

Photolysis of the title dyads under aerobic conditions leads to a 2-deoxyribonolactone derivative. Laser flash photolysis reveals that the process occurs from the short-lived benzophenone-like triplet excited state. A mechanism involving intramolecular electron transfer with the purine bases (adenine, guanine, or 8-oxoadenine) as donors is proposed.