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Synthesis of a DNA Promoter Segment Containing All Four Epigenetic Nucleosides: 5‐Methyl‐, 5‐Hydroxymethyl‐, 5‐Formyl‐, and 5‐Carboxy‐2′‐Deoxycytidine
Authors:Arne S Schröder  Jessica Steinbacher  Barbara Steigenberger  Felix A Gnerlich  Stefan Schiesser  Toni Pfaffeneder  Prof?Dr Thomas Carell
Institution:Center for Integrated Protein Science, Department für Chemie, Ludwig‐Maximilians‐Universit?t, Butenandtstrasse 5–13, 81377 München (Germany) http://www.carellgroup.de
Abstract:A 5‐formyl‐2′‐deoxycytidine (fdC) phosphoramidite building block that enables the synthesis of fdC‐containing DNA with excellent purity and yield has been developed. In combination with phosphoramidites for 5‐methyl‐dC, 5‐hydroxymethyl‐dC, and carboxy‐dC, it was possible to prepare a segment of the OCT‐4 promoter that contains all four epigenetic bases. Because of the enormous interest in these new epigenetic bases, the ability to insert all four of them into DNA should be of great value for the scientific community.
Keywords:5‐formylcytosine  DNA methylation  epigenetics  oligonucleotides  solid‐phase synthesis
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