We thank G. Urbanavičiūtė and G. Vainorius for enzyme preparations, and M. Krenevičienė for technical assistance. We also thank S. Tumkevičius, G. Lukinavičius, D. Daujotytė, and A. Petronis for fruitful discussions. This research was supported by the Lithuanian State Science and Study Foundation (P-07003), the Research Council of Lithuania (student research fellowship to I.G.), the FP7-REGPOT-2009-1 program (project 245721 MoBiLi), and the US National Institutes of Health (1R21HG005758).
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Communication
Methyltransferase-Directed Derivatization of 5-Hydroxymethylcytosine in DNA†
Article first published online: 26 JAN 2011
DOI: 10.1002/anie.201007169
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Liutkevičiūtė, Z., Kriukienė, E., Grigaitytė, I., Masevičius, V. and Klimašauskas, S. (2011), Methyltransferase-Directed Derivatization of 5-Hydroxymethylcytosine in DNA. Angew. Chem. Int. Ed., 50: 2090–2093. doi: 10.1002/anie.201007169
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Publication History
- Issue published online: 22 FEB 2011
- Article first published online: 26 JAN 2011
- Manuscript Received: 15 NOV 2010
Funded by
- Lithuanian State Science and Study Foundation. Grant Number: P-07003
- Research Council of Lithuania. Grant Number: FP7-REGPOT-2009-1
- US National Institutes of Health. Grant Number: 1R21HG005758
Keywords:
- DNA labeling;
- enzyme mechanisms;
- epigenetics;
- methyltransferases;
- nucleophilic addition
Sequence-specific derivatization: Enzymatic methylation of cytosine in DNA is part of an epigenetic regulatory network in vertebrates. In the absence of the methylation cofactor S-adenosyl-L-methionine, bacterial cytosine-5 methyltransferases can catalyze the condensation of aliphatic thiols and selenols with 5-hydroxymethylcytosine, a recently discovered nucleobase in mammalian DNA, to yield 5-chalcogenomethyl derivatives (see scheme).