Abstract
The epigenetic marker 5-methyl-2 '-deoxycytidine (5mdC) is the most prevalent modification to DNA. It is removed inter alia via an active demethylation pathway: oxidation by Ten-Eleven Translocation 5-methyl cytosine dioxygenase (TET) and subsequent removal via base excision repair or direct demodification. Recently, we have shown that the synthetic iron(IV)-oxo complex [Fe-IV(O)(Py5Me2H)](2+) (1) can serve as a biomimetic model for TET by oxidizing the nucleobase 5-methyl cytosine (5mC) to its natural metabolites. In this work, we demonstrate that nucleosides and even short oligonucleotide strands can also serve as substrates, using a range of HPLC and MS techniques. We found that the 5-position of 5mC is oxidized preferably by 1, with side reactions occurring only at the strand ends of the used oligonucleotides. A detailed study of the reactivity of 1 towards nucleosides confirms our results;that oxidation of the anomeric center (1 ') is the most common side reaction.
| Dokumententyp: | Zeitschriftenartikel | 
|---|---|
| Fakultät: | Chemie und Pharmazie > Department Chemie | 
| Themengebiete: | 500 Naturwissenschaften und Mathematik > 540 Chemie | 
| ISSN: | 1433-7851 | 
| Sprache: | Englisch | 
| Dokumenten ID: | 101820 | 
| Datum der Veröffentlichung auf Open Access LMU: | 05. Jun. 2023 15:38 | 
| Letzte Änderungen: | 17. Okt. 2023 15:09 | 
		
	