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The pH-Dependence of the Hydration of 5-Formylcytosine: an Experimental and Theoretical Study

2025/05/14 by Zott, Fabian L., Korotenko, Vasilii, Zipse, Hendrik
#Health #Natural Sciences and Mathematics::541: Physical #Natural Sciences and Mathematics::572: Biochemistry #Technology::610: Medicine #Theoretical #aldehyde hydrates | computational chemistry | DNA methylation | epigenetics | modified nucleic acids | TET enzymes

paper · doi:10.15480/882.15163

Abstract

5-Formylcytosine is an important nucleobase in epigenetic regulation, whose hydrate form has been implicated in the formation of 5-carboxycytosine as well as oligonucleotide binding events. The hydrate content of 5-formylcytosine and its uracil derivative has now been quantified using a combination of NMR and mass spectroscopic measurements as well as theoretical studies. Small amounts of hydrate can be identified for the protonated form of 5-formylcytosine and for neutral 5-formyluracil. For neutral 5-formylcytosine, however, direct detection of the hydrate was not possible due to its very low abundance. This is in full agreement with theoretical estimates.

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