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Published on: August 16, 2016
The pH-Dependence of the Hydration of 5-Formylcytosine: an Experimental and Theoretical Study
Fabian L Zott1, Vasily Korotenko1, Hendrik Zipse1
1Department of Chemistry, LMU München, Butenandtstrasse 5-13, 81377, München, Germany.
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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