A Minute Amount of S-Puckered Sugars Is Sufficient for (6-4) Photoproduct Formation at the Dinucleotide Level. - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2015

A Minute Amount of S-Puckered Sugars Is Sufficient for (6-4) Photoproduct Formation at the Dinucleotide Level.

Résumé

The di-2′-α-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.

Domaines

Chimie
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Dates et versions

hal-01118083 , version 1 (18-02-2015)

Identifiants

Citer

Céline Moriou, Clément Denhez, Oleksandr Plashkevych, Stéphanie Coantic-Castex, Jyoti Chattopadhyaya, et al.. A Minute Amount of S-Puckered Sugars Is Sufficient for (6-4) Photoproduct Formation at the Dinucleotide Level.. Journal of Organic Chemistry, 2015, 80 (1), pp.615-619. ⟨10.1021/jo502230n⟩. ⟨hal-01118083⟩
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