title: A minute amount of s-puckered sugars is sufficient for (6-4) photoproduct formation at the dinucleotide level.
abstract: 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.
authors.affiliation: †Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette Cedex, France.
authors.forename: Céline
authors.initials: C
authors.lastname: Moriou
authors.affiliation: ‡Université de Reims Champagne Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, UFR de Pharmacie, 51 rue Cognacq-Jay, 51096 Reims Cedex, France.
authors.forename: Clément
authors.initials: C
authors.lastname: Denhez
authors.forename: Oleksandr
authors.initials: O
authors.lastname: Plashkevych
authors.affiliation: ‡Université de Reims Champagne Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, UFR de Pharmacie, 51 rue Cognacq-Jay, 51096 Reims Cedex, France.
authors.forename: Stéphanie
authors.initials: S
authors.lastname: Coantic-Castex
authors.forename: Jyoti
authors.initials: J
authors.lastname: Chattopadhyaya
authors.affiliation: ‡Université de Reims Champagne Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, UFR de Pharmacie, 51 rue Cognacq-Jay, 51096 Reims Cedex, France.
authors.forename: Dominique
authors.initials: D
authors.lastname: Guillaume
authors.affiliation: ‡Université de Reims Champagne Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, UFR de Pharmacie, 51 rue Cognacq-Jay, 51096 Reims Cedex, France.
authors.forename: Pascale
authors.initials: P
authors.lastname: Clivio
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D015226:Dinucleoside Phosphates / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D055668:Photochemical Processes
chemical_list: D002241:Carbohydrates; D015226:Dinucleoside Phosphates; C017758:thymidylyl-(3'-5')-thymidine