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Updated: Aug 1, 2026

Capturing Chromosome Conformation Across Length Scales
Published on: January 20, 2023
C2'-F Stereoconfiguration As a Puckering Switch for Base Stacking at the Dinucleotide Level
Céline Moriou1, Adilson D Da Silva2, Marcos Joel Vianelli Prado2
1Institut de Chimie des Substances Naturelles, CNRS , Gif-sur-Yvette 91198 Cedex, France.
Abstract:
Fluorine configuration at C2' of the bis(2'-fluorothymidine) dinucleotide is demonstrated to drive intramolecular base stacking. 2'-β F-Configuration drastically reduces stacking compared to the 2'-α series. Hence, base stacking emerges as being tunable by the C2'-F stereoconfiguration through dramatic puckering variations scrutinized by NMR and natural bond orbital analysis. Accordingly, 2'-β F-isomer photoreactivity is significantly reduced compared to that of the 2'-α F-isomer.
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