A Minute Amount of S-Puckered Sugars Is Sufficient for (6-4) Photoproduct Formation at the Dinucleotide Level
2015 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 80, no 1, 615-619 p.Article in journal (Refereed) Published
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.
Place, publisher, year, edition, pages
2015. Vol. 80, no 1, 615-619 p.
IdentifiersURN: urn:nbn:se:uu:diva-244488DOI: 10.1021/jo502230nISI: 000347506400062OAI: oai:DiVA.org:uu-244488DiVA: diva2:790313