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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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Article information


Submitted
14 Sep 2016
Accepted
25 Nov 2016
First published
25 Nov 2016

Chem. Commun., 2016,52, 14361-14364
Article type
Communication

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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