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MONOFUNCTIONAL 4',5'-PHOTOCYCLOADDUCT BETWEEN 4,5'-DIMETHYLANGELICIN AND THYMINE
Authors:F. DallAcqua  S. Caffieri    D. Vedaldi    A. Guiotto   G. Rodighiero
Affiliation:Institute of Pharmaceutical Chemistry, Padua University, Centro di Studi Sulla Chimica del Farmaco e dei Prodotti Biologicamente Attivi del C.N.R., Padova, Italy
Abstract:Abstract A new fluorescent compound has been isolated from the products of hydrolysis of DNA irradiated in the presence of 4,5'-dimethylangelicin, a monofunctional photosensitizing furocoumarin. The marked similarity of the UV absorption and fluorescence spectra of this photoproduct to those of 4',5'-dihydro-4,5'-dimethylangelicin, as well as its behaviour on photodissociation (254 nm) yielding thymine and 4,5'-dimethylangelicin in equimolecular amounts, are consistent with a cycloadduct between one molecule of 4,5'-dimethylangelicin and one of thymine, and the C4-cycloaddition occurs through 4',5'–double bond of the furocoumarin and the 5,6-double bond of the pyrimidine.
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