A minute amount of s-puckered sugars is sufficient for (6-4) photoproduct formation at the dinucleotide level.

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Date publication

janvier 2015

Auteurs

Membres identifiés du Cancéropôle Est :
Pr GUILLAUME Dominique


Tous les auteurs :
Moriou C, Denhez C, Plashkevych O, Coantic-Castex S, Chattopadhyaya J, Guillaume D, Clivio P

Résumé

The di-2'-alpha-fluoro analogue of thymidylyl(3',5')thymidine, synthesized to probe the effect of a minimum amount of S conformer on the photoreactivity of dinucleotides, is endowed with only 3% and 8% of S sugar conformation at its 5'- and 3'-end, respectively. This analogue gives rise to the (6-4) photoproduct as efficiently as the dithymine dinucleotide (74% and 66% at the 5'- and 3'-end, respectively) under 254 nm. Our results suggest that the 5'-N, 3'-S conformer gives rise to the (6-4) photoproduct.

Référence

J Org Chem. 2015 Jan 2;80(1):615-9