title: Synthesis of (R)-Configured 2'-Fluorinated mC, hmC, fC, and caC Phosphoramidites and Oligonucleotides.
abstract: Investigation of the function of the new epigenetic bases requires the development of stabilized analogues that are stable during base excision repair (BER). Here we report the synthesis of 2'-(R)-fluorinated versions of the phosphoramidites of 5-methylcytosine (mC), 5-hydroxymethylcytosine (hmC), 5-formylcytosine (fC), and 5-carboxycytosine (caC). For oligonucleotides containing 2'-(R)-F-fdC, we show that these compounds cannot be cleaved by the main BER enzyme thymine-DNA glycosylase (TDG).
authors.affiliation: Center for Integrated Protein Science, Department of Chemistry, Ludwig-Maximilians-Universität München , Butenandtstraße 5-13, 81377 Munich, Germany.
authors.forename: Arne S
authors.initials: AS
authors.lastname: Schröder
authors.affiliation: Center for Integrated Protein Science, Department of Chemistry, Ludwig-Maximilians-Universität München , Butenandtstraße 5-13, 81377 Munich, Germany.
authors.forename: Olga
authors.initials: O
authors.lastname: Kotljarova
authors.affiliation: Center for Integrated Protein Science, Department of Chemistry, Ludwig-Maximilians-Universität München , Butenandtstraße 5-13, 81377 Munich, Germany.
authors.forename: Edris
authors.initials: E
authors.lastname: Parsa
authors.affiliation: Center for Integrated Protein Science, Department of Chemistry, Ludwig-Maximilians-Universität München , Butenandtstraße 5-13, 81377 Munich, Germany.
authors.forename: Katharina
authors.initials: K
authors.lastname: Iwan
authors.affiliation: Center for Integrated Protein Science, Department of Chemistry, Ludwig-Maximilians-Universität München , Butenandtstraße 5-13, 81377 Munich, Germany.
authors.forename: Nada
authors.initials: N
authors.lastname: Raddaoui
authors.affiliation: Center for Integrated Protein Science, Department of Chemistry, Ludwig-Maximilians-Universität München , Butenandtstraße 5-13, 81377 Munich, Germany.
authors.forename: Thomas
authors.initials: T
authors.lastname: Carell