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Issue 100, 2016
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2′-(R)-Fluorinated mC, hmC, fC and caC triphosphates are substrates for DNA polymerases and TET-enzymes

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Abstract

A deeper investigation of the chemistry that occurs on the newly discovered epigenetic DNA bases 5-hydroxymethyl-(hmdC), 5-formyl-(fdC), and 5-carboxy-deoxycytidine (cadC) requires chemical tool compounds, which are able to dissect the different potential reaction pathways in cells. Here we report that the 2′-(R)-fluorinated derivatives F-hmdC, F-fdC, and F-cadC, which are resistant to removal by base excision repair, are good substrates for DNA polymerases and TET enzymes. This result shows that the fluorinated compounds are ideal tool substances to investigate potential C–C-bond cleaving reactions in the context of active demethylation.

Graphical abstract: 2′-(R)-Fluorinated mC, hmC, fC and caC triphosphates are substrates for DNA polymerases and TET-enzymes

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Publication details

The article was received on 14 Sep 2016, accepted on 25 Nov 2016 and first published on 25 Nov 2016


Article type: Communication
DOI: 10.1039/C6CC07517G
Citation: Chem. Commun., 2016,52, 14361-14364
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    2′-(R)-Fluorinated mC, hmC, fC and caC triphosphates are substrates for DNA polymerases and TET-enzymes

    A. S. Schröder, E. Parsa, K. Iwan, F. R. Traube, M. Wallner, S. Serdjukow and T. Carell, Chem. Commun., 2016, 52, 14361
    DOI: 10.1039/C6CC07517G

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